Title: $28 Cheap flights from Phoenix to Chicago (PHX to CHI) - Expedia.com ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $28 Cheap Flights from Phoenix (PHX) to Chicago (CHI) [View $28 flight on Thu, Mar 5, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:PHX,to:MDW,departure:3/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:27.98&airProductToken=AQoyCjAIxnISBDI0MjAY77kBIOywASj57YYDML_vhgM4RUAAWAFqBFBDXzFyB0syMVJYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Phoenix Sky Harbor Intl. Airport (PHX) to Chicago - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:CHI,departure:2/21/2026TANYT&leg2=from:CHI,to:PHX,departure:2/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Today's featured flight deals from Phoenix Sky Harbor Intl. Airport (PHX) to Chicago Nonstop Carry-on included Lower price than typical - Phoenix (PHX)Chicago (ORD) Sun, Mar 15 Fri, Mar 20 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 4 hours ago 30% less than typical $397 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/15/2026TANYT&leg2=from:ORD,to:PHX,departure:3/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-09e7f946b9df4e9594a657de8c6b8a53-1619-1-st-v5-sos-09e7f946b9df4e9594a657de8c6b8a53-1551-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAe2Q6luqAQcKA1BIWBAAsgEHCgNPUkQQAA~AQo0CjIIwYIBEgQzMjA1GO-5ASCuHCi74IcDMJHihwM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpgCi0I15wBEgM3NTgYrhwgoQMovJOIAzCllIgDOE9AAFgBagNXR0FyB09MQVVQMkYKLwjXnAESBDE4NzcYoQMg77kBKNyUiAMw0ZaIAzhPQAFYAWoDV0dBcgdPTEFVUDJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=749.00&displayPrice=396.60&src=dflp) - Phoenix (PHX)Chicago (ORD) Fri, Mar 13 Sun, Mar 22 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 8-day trip found 2 hours ago 45% less than typical $307 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/13/2026TANYT&leg2=from:ORD,to:PHX,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-cd72a07351704d53b684ea8efcff1220-3309-1-st-v5-sos-cd72a07351704d53b684ea8efcff1220-3070-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbPW6luQAQGQAQGqAQcKA1BIWBAAsgEHCgNPUkQQAA~AQo0CjIIwYIBEgQxNjE0GO-5ASCuHCjyx4cDML_JhwM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpiCi4I15wBEgM3MTIYrhwgi5ABKP6qiAMw-KyIAzhJQABYAWoDV0dBcgdJTEFXUDJGCjAI15wBEgQ0NjI4GIuQASDvuQEo2a6IAzCfr4gDOElAAVgBagNXR0FyB0lMQVdQMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=730.00&displayPrice=306.60&src=dflp) - Phoenix (PHX)Chicago (ORD) Fri, Mar 13 Sun, Mar 22 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 8-day trip found 9 hours ago 45% less than typical $307 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/13/2026TANYT&leg2=from:ORD,to:PHX,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-89233dd9f6884db885e3d5161df9f15d-3243-1-st-v5-sos-89233dd9f6884db885e3d5161df9f15d-3212-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAa-I6VuQAQGQAR6qAQcKA1BIWBAAsgEHCgNPUkQQAA~AQo0CjIIwYIBEgQzMjA1GO-5ASCuHCj7yYcDMNHLhwM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpiCi4I15wBEgM3MTIYrhwgi5ABKP6qiAMw-KyIAzhJQABYAWoDV0dBcgdJTEFXUDJGCjAI15wBEgQ0NjI4GIuQASDvuQEo2a6IAzCfr4gDOElAAVgBagNXR0FyB0lMQVdQMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=730.00&displayPrice=306.60&src=dflp) - Phoenix (PHX)Chicago (MDW) Fri, Mar 13 Sat, Mar 21 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 8-day trip found 1 hour ago 55% less than typical $275 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:MDW,departure:3/13/2026TANYT&leg2=from:MDW,to:PHX,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-56a2a53c1eca4f2eb8e00bfc47906678-1243-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB693qW6oBBwoDUEhYEACyAQcKA0NISRAA~AQoxCi8I15wBEgM1NTYY77kBIOywASiVwYcDMNjChwM4RkAAWAFqA1dHQXIHRkxOVkgyRgpkCjAI15wBEgQzMTIzGOywASCumwEo-6GIAzD_o4gDOFVAAFgBagNXR0FyB1VaQVZXMkYKMAjXnAESBDMzNDEYrpsBIO-5ASi_pogDMIqniAM4VUABWAFqA1dHQXIHVVpBVlcyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=846.00&displayPrice=274.60&src=dflp) - Phoenix (PHX)Chicago (MDW) Fri, Mar 13 Sat, Mar 21 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 8-day trip found 9 hours ago 55% less than typical $277 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:MDW,departure:3/13/2026TANYT&leg2=from:MDW,to:PHX,departure:3/21/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fe4c18cb704e4ffd996c98ac549b165c-1885-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB74jpW6oBBwoDUEhYEACyAQcKA0NISRAA~AQoyCjAI15wBEgQxNTI1GO-5ASDssAEo08eHAzCRyYcDOEZAAFgBagNXR0FyB0ZMTlZIMkYKZAowCNecARIEMzEyMxjssAEgrpsBKPuhiAMw_6OIAzhVQABYAWoDV0dBcgdVTEFXUDJGCjAI15wBEgQzMzQxGK6bASDvuQEov6aIAzCKp4gDOFVAAVgBagNXR0FyB1VMQVdQMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=845.00&displayPrice=276.59&src=dflp) - Phoenix (PHX)Chicago (ORD) Wed, Mar 18 Sun, Mar 22 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 19 hours ago 40% less than typical $297 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/18/2026TANYT&leg2=from:ORD,to:PHX,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-57fbe3e520b14b8d88de3a2402d97453-1897-1-st-v5-sos-57fbe3e520b14b8d88de3a2402d97453-1573-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdXn5luQASSQAQCqAQcKA1BIWBAAsgEHCgNPUkQQAA~AQo0CjIIwYIBEgQxMTA1GO-5ASCuHCi1-YcDMIj7hwM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpiCi4I15wBEgM3MTIYrhwgi5ABKP6qiAMw-KyIAzhDQABYAWoDV0dBcgdDTEFXUDJGCjAI15wBEgQ0NjI4GIuQASDvuQEo2a6IAzCfr4gDOENAAVgBagNXR0FyB0NMQVdQMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=624.00&displayPrice=296.60&src=dflp) - Phoenix (PHX)Chicago (ORD) Fri, Mar 6 Sun, Mar 15 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 8-day trip found 4 hours ago 50% less than typical $227 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/6/2026TANYT&leg2=from:ORD,to:PHX,departure:3/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-13e882b4add747358423655dc2e3e364-2127-1-st-v5-sos-13e882b4add747358423655dc2e3e364-1966-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdGP6luqAQcKA1BIWBAAsgEHCgNDSEkQAA~AQo0CjIIwYIBEgQxNjE0GO-5ASCuHCjO-YYDMJv7hgM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpvCjUIxJgBEgQyMzc3GK4cIPISKKrdhwMwg9-HAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwo2CMSYARIEMTQ5NhjyEiDvuQEovd-HAzCv4IcDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=616.00&displayPrice=226.60&src=dflp) - Phoenix (PHX)Chicago (ORD) Thu, Mar 12 Mon, Mar 16 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 7 hours ago 50% less than typical $227 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/12/2026TANYT&leg2=from:ORD,to:PHX,departure:3/16/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-51abd0ff4062430cb04d2f52b5792b67-3911-1-st-v5-sos-51abd0ff4062430cb04d2f52b5792b67-3627-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZi76VuQARmQAQCqAQcKA1BIWBAAsgEHCgNPUkQQAQ~AQo0CjIIwYIBEgQzMjA1GO-5ASCuHCjbvocDMLHAhwM4QkAAWAFqBUJBU0lDcghRVkFLWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpiCi4I15wBEgM3MTIYrhwgi5ABKMPnhwMwvemHAzhGQABYAWoDV0dBcgdGTEFWSDJGCjAI15wBEgQxMzQ1GIuQASDvuQEoyeqHAzCU64cDOEZAAVgBagNXR0FyB0ZMQVZIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=579.00&displayPrice=226.60&src=dflp) - Phoenix (PHX)Chicago (ORD) Thu, Mar 19 Mon, Mar 23 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 9 hours ago 50% less than typical $227 [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:3/19/2026TANYT&leg2=from:ORD,to:PHX,departure:3/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-6fcefaec6834484c84125abc843eee60-3536-1-st-v5-sos-6fcefaec6834484c84125abc843eee60-3489-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYSJ6VuQAQSQAQCqAQcKA1BIWBAAsgEHCgNPUkQQAA~AQoxCi8I15wBEgQzMDAyGO-5ASCuHCj6iogDMMeMiAM4RkAAWAFqA1dHQXIHRkxOVkgyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpvCjUIxJgBEgQyMjQ3GK4cIPISKMu0iAMwrbaIAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTBCQwo2CMSYARIEMTQ1MRjyEiDvuQEokbeIAzD4t4gDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=573.00&displayPrice=226.60&src=dflp) ## Cheap Flights from Phoenix to Chicago (PHX-CHI) Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 16 - Sun, Apr 19 PHX Phoenix MDW Chicago $56 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:4/16/2026TANYT&leg2=from:MDW,to:PHX,departure:4/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQoyCjAIxnISBDE3MzYY77kBIOywASjWwYoDMKXDigM4RUAAWAFqBFBDXzFyB0syMVJYUzIKMgowCMZyEgQxNzM1GOywASDvuQEog-GKAzDw4ooDOEVAAFgBagRQQ18xcgdLMjFZWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Apr 18 - Sun, Apr 26 PHX Phoenix ORD Chicago $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:4/18/2026TANYT&leg2=from:ORD,to:PHX,departure:4/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:55.96&airProductToken=AQoxCi8IxnISBDE4MjgY77kBIK4cKLnZigMwkduKAzhFQABYAWoEUENfMXIHSzIxU1hTMgoxCi8IxnISBDE4MjkYrhwg77kBKLuwiwMwvrKLAzhFQABYAWoEUENfMXIHSzIxWVhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Apr 18 - Sun, Apr 26 PHX Phoenix ORD Chicago $66 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:4/18/2026TANYT&leg2=from:ORD,to:PHX,departure:4/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:65.97&airProductToken=AQowCi4IxnISBDE4MjgY77kBIK4cKLnZigMwkduKAzhLQABYAWoDRUNPcgdLMjFTWFMyCjAKLgjGchIEMTgyORiuHCDvuQEou7CLAzC-sosDOEtAAFgBagNFQ09yB0syMVlYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMoBDAB) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 16 - Sun, Apr 19 PHX Phoenix ORD Chicago $74 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:4/16/2026TANYT&leg2=from:ORD,to:PHX,departure:4/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:73.96&airProductToken=AQoxCi8IxnISBDE4MjgY77kBIK4cKMTCigMwocSKAzhFQABYAWoEUENfMXIHWjIxUlhTMgoxCi8IxnISBDE4MjkYrhwg77kBKNvhigMw3uOKAzhFQABYAWoEUENfMXIHSzIxWVhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Fri, Apr 17 - Sun, Apr 26 PHX Phoenix ORD Chicago $79 Roundtrip found 16 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:4/17/2026TANYT&leg2=from:ORD,to:PHX,departure:4/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:78.96&airProductToken=AQoxCi8IxnISBDE4MjgY77kBIK4cKOTNigMwwc-KAzhFQABYAWoEUENfMXIHWjIxSVhTMgoxCi8IxnISBDE4MjkYrhwg77kBKLuwiwMwvrKLAzhFQABYAWoEUENfMXIHSzIxWVhTMhIMCAEQARgBKgJGOTIAGAEiBAgBEAEoAigDMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Apr 20 - Mon, Apr 27 PHX Phoenix MDW Chicago $84 Roundtrip found 12 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:4/20/2026TANYT&leg2=from:MDW,to:PHX,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:83.96&airProductToken=AQoyCjAIxnISBDE3MzYY77kBIOywASjW7ooDMKXwigM4RUAAWAFqBFBDXzFyB1oyMU5YUzIKMgowCMZyEgQxNzM1GOywASDvuQEog7uLAzDwvIsDOEVAAFgBagRQQ18xcgdLMjFOWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Mar 4 - Sat, Mar 7 PHX Phoenix RFD Rockford $177 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:RFD,departure:3/4/2026TANYT&leg2=from:RFD,to:PHX,departure:3/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:176.31&airProductToken=AQpnCjIIwYIBEgQxMDYxGO-5ASCuHCj32YYDMM3bhgM4QkAAWAFqBUJBU0lDcghPV0FVVU5CVgoxCMGCARIENjU3NBiuHCCxGSiG3YYDMOXdhgM4QkABWAFqBUJBU0lDcghPV0FVVU5CVgpnCjEIwYIBEgQ2NTc2GLEZIK4cKPuBhwMw2oKHAzhCQABYAWoFQkFTSUNyCE9XQVVVTkJWCjIIwYIBEgQyMTU5GK4cIO-5ASjbg4cDMNCFhwM4QkABWAFqBUJBU0lDcghPV0FVVU5CVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, May 2 - Sat, May 9 PHX Phoenix ORD Chicago $177 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:5/2/2026TANYT&leg2=from:ORD,to:PHX,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:176.81&airProductToken=AQo5CjcI1YIBEgQyODU4GO-5ASCuHCim_IsDMPn9iwM4TkAAWAFqCjFfYmFzaWNlY29yCEdBRjVBV0JOCjgKNgjVggESAzQ1NRiuHCDvuQEoscWMAzCmx4wDOE5AAFgBagoxX2Jhc2ljZWNvcghHQUY1QVdCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Fri, May 1 - Sat, May 9 PHX Phoenix ORD Chicago $197 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:5/1/2026TANYT&leg2=from:ORD,to:PHX,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:196.80&airProductToken=AQoxCi8I15wBEgQxNjQ3GO-5ASCuHCja7osDMKfwiwM4RkAAWAFqA1dHQXIHRkxOVkgyRgoxCi8I15wBEgQzNjg3GK4cIO-5ASiwwowDMJvEjAM4SkAAWAFqA1dHQXIHSkpOV1IyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 2 - Sat, May 9 PHX Phoenix ORD Chicago $217 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PHX,to:ORD,departure:5/2/2026TANYT&leg2=from:ORD,to:PHX,departure:5/9/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:216.40&airProductToken=AQpxCjcIxJgBEgQxNTY2GO-5ASDjtAEojfyLAzDp_YsDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05IMUJHCjYIxJgBEgQ1MjA0GOO0ASCuHCi5_osDMJj_iwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkgxQkcKcQo2CMSYARIEMTcxNhiuHCDjtAEoxMWMAzCaxowDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05IMUJHCjcIxJgBEgQyMDc2GOO0ASDvuQEo_ceMAzD3yYwDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05IMUJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:2/21/2026TANYT&leg2=from:ORD,to:PHX,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from $134 ](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:ORD,departure:2/21/2026TANYT&leg2=from:ORD,to:PHX,departure:3/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:MDW,departure:2/21/2026TANYT&leg2=from:MDW,to:PHX,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. Closest 16 min [Flights from $229 ](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:MDW,departure:2/21/2026TANYT&leg2=from:MDW,to:PHX,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:RFD,departure:2/21/2026TANYT&leg2=from:RFD,to:PHX,departure:2/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) RFD Greater Rockford 1 h 30 min [Flights from $253 ](https://www.expedia.com/Flights-Search?leg1=from:PHX,to:RFD,departure:2/21/2026TANYT&leg2=from:RFD,to:PHX,departure:2/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Phoenix (PHX) to Chicago (CHI) ### February is typically the cheapest month to fly From $74 - $215 per traveler. __Flights from Phoenix (PHX) to Chicago (MDW)__ | Origin airport | Sky Harbor Intl. | | ------------------- | ---------------- | | Destination airport | Midway Intl. | | Roundtrip price | $56 | | Distance | 1441 mi | ## Phoenix to Chicago Flights The cheapest times to fly from Phoenix to Chicago On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Phoenix to Chicago are during the month of April. You can find some of the cheapest flights from Phoenix to Chicago with Expedia's search tool and vast selection of airlines. The best time to book a flight from Phoenix to Chicago Sunday is one of the best days to book for cheap flights from Phoenix to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. How to find cheap round-trip tickets from Phoenix to Chicago Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Phoenix to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $28 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Phoenix to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Phoenix to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. \*Terms apply. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. ## Frequently asked questions ### How much is a flight from Phoenix Sky Harbor Airport to Chicago, IL (CHI-All Airports)? ### Do I need to pay a cancellation fee if I cancel my flight from Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports)? ### How do I find cheap flights from Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports) that have flexible change policies? ### How many hours is the flight from Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports)? ### How far is the flight from Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports)? ### Which airlines fly direct from Phoenix Sky Harbor Airport to Chicago, IL (CHI-All Airports)? > - Southwest Airlines - (WN) with 308 monthly flights > - American Airlines - (AA) with 173 monthly flights > - United Airlines - (UA) with 139 monthly flights > - Frontier Airlines - (F9) with 30 monthly flights ### Are PHX to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute? \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Garden Prairie Hotels ](https://www.expedia.com/Garden-Prairie-Hotels.d3000346277.Travel-Guide-Hotels) - [5 Star Hotels in Garden Prairie ](https://www.expedia.com/5Star-Garden-Prairie-Hotels.s50-0-d3000346277.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Garden Prairie ](https://www.expedia.com/3Star-Garden-Prairie-Hotels.s30-0-d3000346277.Travel-Guide-Filter-Hotels) - [Kirkland Hotels ](https://www.expedia.com/Kirkland-Hotels.d553248634983555364.Travel-Guide-Hotels) - [Belvidere Hotels ](https://www.expedia.com/Belvidere-Hotels.d55583.Travel-Guide-Hotels) - [Marengo Hotels ](https://www.expedia.com/Marengo-Hotels.d553248634983534917.Travel-Guide-Hotels) - [Cheap Hotels in Belvidere ](https://www.expedia.com/Belvidere-Hotels-Cheap-Hotels.0-0-d55583-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motels in Belvidere ](https://www.expedia.com/Belvidere-Motels.d55583-aaMotels.Travel-Guide-Accommodation) - [Hotels with Restaurants in Belvidere ](https://www.expedia.com/Belvidere-Hotels-Hotels-With-Restaurants.0-0-d55583-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Apartments in Belvidere ](https://www.expedia.com/Belvidere-Apartments.d55583-aaApartments.Travel-Guide-Accommodation) - [3 Star Hotels in Belvidere ](https://www.expedia.com/3Star-Belvidere-Hotels.s30-0-d55583.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Belvidere ](https://www.expedia.com/Belvidere-Hotels-Pet-Friendly-Hotel.0-0-d55583-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [B&B in Belvidere ](https://www.expedia.com/Belvidere-Bed-And-Breakfast.d55583-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Business Hotels in Belvidere ](https://www.expedia.com/Belvidere-Hotels-Business-Hotel.0-0-d55583-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels near Donley's Wild West Town ](https://www.expedia.com/Donleys-Wild-West-Town-Hotels.0-l553248621532659112-0.Travel-Guide-Filter-Hotels) - [Hotels near Oakridge Forest Preserve ](https://www.expedia.com/Oakridge-Forest-Preserve-Hotels.0-l553248621555594733-0.Travel-Guide-Filter-Hotels) - [Hampshire Hotels ](https://www.expedia.com/Hampshire-Hotels.d6025773.Travel-Guide-Hotels) - [Pet-friendly Hotels in Hampshire ](https://www.expedia.com/Hampshire-Hotels-Pet-Friendly-Hotel.0-0-d6025773-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Vacation Homes in Hampshire ](https://www.expedia.com/Hampshire-Private-Vacation-Homes.d6025773-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cheap Hotels in Hampshire ](https://www.expedia.com/Hampshire-Hotels-Cheap-Hotels.0-0-d6025773-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motels in Hampshire ](https://www.expedia.com/Hampshire-Motels.d6025773-aaMotels.Travel-Guide-Accommodation) - [Union Hotels ](https://www.expedia.com/Union-Hotels.d3000435600.Travel-Guide-Hotels) - [Burlington Hotels ](https://www.expedia.com/Burlington-Hotels.d553248634983239139.Travel-Guide-Hotels) - [Cherry Valley Hotels ](https://www.expedia.com/Cherry-Valley-Hotels.d3000433734.Travel-Guide-Hotels) - [B&B in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Bed-And-Breakfast.d3000433734-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Apartments.d3000433734-aaApartments.Travel-Guide-Accommodation) - [Pet-friendly Hotels in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Pet-Friendly-Hotel.0-0-d3000433734-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Hotels-With-Restaurants.0-0-d3000433734-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Romantic-Hotel.0-0-d3000433734-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Cheap-Hotels.0-0-d3000433734-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Luxury-Hotel.0-0-d3000433734-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Wedding-Hotels.0-0-d3000433734-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Cherry Valley ](https://www.expedia.com/Cherry-Valley-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d3000433734-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Sycamore Hotels ](https://www.expedia.com/Sycamore-Hotels.d55993.Travel-Guide-Hotels) - [Hotels near Fisher Park ](https://www.expedia.com/Fisher-Park-Hotels.0-l553248621555594749-0.Travel-Guide-Filter-Hotels) - [Hotels near Newburg Village Golf Course - 9 Hole ](https://www.expedia.com/Newburg-Village-Golf-Course-9-Hole-Hotels.0-l553248621555594737-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Hotels-With-Hot-Tubs.0-0-d55993-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Spa-Hotel.0-0-d55993-tSpaHotel.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Pet-Friendly-Hotel.0-0-d55993-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Wedding-Hotels.0-0-d55993-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Hotels-With-Indoor-Pool.0-0-d55993-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sycamore ](https://www.expedia.com/4Star-Sycamore-Hotels.s40-0-d55993.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Hotel-With-Pool.0-0-d55993-tHotelwithPool.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sycamore ](https://www.expedia.com/5Star-Sycamore-Hotels.s50-0-d55993.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Luxury-Hotel.0-0-d55993-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Hotels-With-Outdoor-Pool.0-0-d55993-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Sycamore ](https://www.expedia.com/3Star-Sycamore-Hotels.s30-0-d55993.Travel-Guide-Filter-Hotels) - [Motels in Sycamore ](https://www.expedia.com/Sycamore-Motels.d55993-aaMotels.Travel-Guide-Accommodation) - [Gay friendly Hotels in Sycamore ](https://www.expedia.com/Sycamore-Hotels-LGBT-Welcoming-Hotel.0-0-d55993-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Bar-Hotel.0-0-d55993-tBarHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Sycamore ](https://www.expedia.com/Sycamore-Hotels-Family-Hotel.0-0-d55993-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Esmond Hotels ](https://www.expedia.com/Esmond-Hotels.d3000346250.Travel-Guide-Hotels) - [Motels in Esmond ](https://www.expedia.com/Esmond-Motels.d3000346250-aaMotels.Travel-Guide-Accommodation) - [Hotels near Hurricane Harbor Rockford ](https://www.expedia.com/Hurricane-Harbor-Rockford-Hotels.0-l6177736-0.Travel-Guide-Filter-Hotels) - [Hotels near Blackhawk Springs Forest Preserve ](https://www.expedia.com/Blackhawk-Springs-Forest-Preserve-Hotels.0-l553248621555594741-0.Travel-Guide-Filter-Hotels) - [Hotels near Pepper Creek Gift & Flower Shop ](https://www.expedia.com/Pepper-Creek-Gift-Flower-Shop-Hotels.0-l553248621555594745-0.Travel-Guide-Filter-Hotels) - [Hotels near Earl F. Elliott Park & Golf Course - 18 Hole ](https://www.expedia.com/Earl-F-Elliott-Park-Golf-Course-18-Hole-Hotels.0-l553248621555594752-0.Travel-Guide-Filter-Hotels) - [Hotels near Kishwaukee River Forest Preserve ](https://www.expedia.com/Kishwaukee-River-Forest-Preserve-Hotels.0-l553248621555594740-0.Travel-Guide-Filter-Hotels) - [Hotels near Buena Vista Golf Course ](https://www.expedia.com/Buena-Vista-Golf-Course-Hotels.0-l553248621532658459-0.Travel-Guide-Filter-Hotels) - [Hotels near CherryVale Mall ](https://www.expedia.com/CherryVale-Mall-Hotels.0-l6177738-0.Travel-Guide-Filter-Hotels) - [Flights to Marengo ](https://www.expedia.com/Cheap-Flights-To-Marengo.d553248634983534917.Travel-Guide-Flights) - [Flights to Belvidere ](https://www.expedia.com/Cheap-Flights-To-Belvidere.d55583.Travel-Guide-Flights) - [Flights from Belvidere ](https://www.expedia.com/lp/flights/55583/flights-from-belvidere) - [Flights to Hampshire ](https://www.expedia.com/Cheap-Flights-To-Hampshire.d6025773.Travel-Guide-Flights) - [Flights from Hampshire ](https://www.expedia.com/lp/flights/6025773/flights-from-hampshire) - [Flights to Cherry Valley ](https://www.expedia.com/Cheap-Flights-To-Cherry-Valley.d3000433734.Travel-Guide-Flights) - [Flights to Sycamore ](https://www.expedia.com/Cheap-Flights-To-Sycamore.d55993.Travel-Guide-Flights) - [Flights from Sycamore ](https://www.expedia.com/lp/flights/55993/flights-from-sycamore) - [Visit Garden Prairie ](https://www.expedia.com/Garden-Prairie.dx3000346277) - [Visit Belvidere ](https://www.expedia.com/Belvidere.dx55583) - [Belvidere Vacations ](https://www.expedia.com/Belvidere.d55583.Destination-Travel-Guides) - [Donley's Wild West Town ](https://www.expedia.com/Donleys-Wild-West-Town-Union.d553248621532659112.Vacation-Attraction) - [Visit Hampshire ](https://www.expedia.com/Hampshire.dx6025773) - [Visit Cherry Valley ](https://www.expedia.com/Cherry-Valley.dx3000433734) - [Cherry Valley Vacations ](https://www.expedia.com/Cherry-Valley.d3000433734.Destination-Travel-Guides) - [Visit Sycamore ](https://www.expedia.com/Sycamore.dx55993) - [Sycamore Vacations ](https://www.expedia.com/Sycamore.d55993.Destination-Travel-Guides) - [Visit Esmond ](https://www.expedia.com/Esmond.dx3000346250) - [Pepper Creek Gift & Flower Shop ](https://www.expedia.com/Pepper-Creek-Gift-Flower-Shop-Rockford.d553248621555594745.Vacation-Attraction) - [Elliot Park Skate Park ](https://www.expedia.com/Elliot-Park-Skate-Park-Rockford.d553248621532659037.Vacation-Attraction) - [Buena Vista Golf Course ](https://www.expedia.com/Buena-Vista-Golf-Course-DeKalb.d553248621532658459.Vacation-Attraction) - [CherryVale Mall ](https://www.expedia.com/CherryVale-Mall-Rockford.d6177738.Vacation-Attraction) - [Car rentals near Belvidere ](https://www.expedia.com/Car-Rentals-In-Belvidere.d55583.Car-Rental-Guide) - [Car rentals near Marengo ](https://www.expedia.com/Car-Rentals-In-Marengo.d553248634983534917.Car-Rental-Guide) - [Budget Rental Cars in Belvidere ](https://www.expedia.com/Budget-Car-Rentals-In-Belvidere.d55583-c39.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Belvidere ](https://www.expedia.com/Avis-Car-Rentals-In-Belvidere.d55583-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Hampshire ](https://www.expedia.com/Car-Rentals-In-Hampshire.d6025773.Car-Rental-Guide) - [Car rentals near Union ](https://www.expedia.com/Car-Rentals-In-Union.d3000435600.Car-Rental-Guide) - [Car rentals near Cherry Valley ](https://www.expedia.com/Car-Rentals-In-Cherry-Valley.d3000433734.Car-Rental-Guide) - [Car rentals near Sycamore ](https://www.expedia.com/Car-Rentals-In-Sycamore.d55993.Car-Rental-Guide) - [Enterprise Rental Cars in Sycamore ](https://www.expedia.com/Enterprise-Car-Rentals-In-Sycamore.d55993-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Sycamore ](https://www.expedia.com/Hertz-Car-Rentals-In-Sycamore.d55993-c40.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Sycamore ](https://www.expedia.com/Van-Car-Rentals-In-Sycamore.d55993-tVan.Car-Rental-Guide-Class) - [addCar rental Rental Cars in Sycamore ](https://www.expedia.com/AddCar-Rental-Car-Rentals-In-Sycamore.d55993-c1002.Car-Rental-Guide-Suppliers) - [Minivan Car Rentals in Sycamore ](https://www.expedia.com/Minivan-Car-Rentals-In-Sycamore.d55993-tMinivan.Car-Rental-Guide-Class) - [Car rentals near Earl F. Elliott Park & Golf Course - 18 Hole ](https://www.expedia.com/Car-Rentals-In-Earl-F-Elliott-Park-Golf-Course-18-Hole.d553248621555594752.Car-Rental-Guide) - [Garden Prairie Vacation Rentals ](https://www.expedia.com/Garden-Prairie-Vacation-Rentals.d3000346277.Travel-Guide-VacationRentals) - [Belvidere Vacation Rentals ](https://www.expedia.com/Belvidere-Vacation-Rentals.d55583.Travel-Guide-VacationRentals) - [Hampshire Vacation Rentals ](https://www.expedia.com/Hampshire-Vacation-Rentals.d6025773.Travel-Guide-VacationRentals) - [Sycamore Vacation Rentals ](https://www.expedia.com/Sycamore-Vacation-Rentals.d55993.Travel-Guide-VacationRentals) \*Available to One Key members.