Title: $23 Cheap flights from Hillside, IL - Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $23 Cheap flights from Hillside, IL [View $23 flight on Sat, May 16, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:MDW,to:MCO,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:22.98&airProductToken=AQoxCi8IxnISBDE1MzYY7LABIMxwKJaSjQMwv5ONAzhFQABYAWoEUENfMXIHSzIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) - [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 [Hillside Travel Guide](https://expedia.com/Hillside.dx8353)[Hotels in Hillside](https://expedia.com/Hillside-Hotels.d8353.Travel-Guide-Hotels)[Car Rentals in Hillside](https://expedia.com/Car-Rentals-In-Hillside.d8353.Car-Rental-Guide)[Hillside Vacation Packages](https://expedia.com/Hillside.d8353.Destination-Travel-Guides) ## Popular airlines from Hillside - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![](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 Hillside Nonstop Carry-on included Lower price than typical - Chicago (ORD)San Juan (SJU) Mon, Mar 30 Sat, Apr 4 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 2 hours ago 40% less than typical $486 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:SJU,departure:3/30/2026TANYT&leg2=from:SJU,to:ORD,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-1437410f3eb64b3e951223fa9af4cada-1260-1-st-v5-sos-1437410f3eb64b3e951223fa9af4cada-1109-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAb6T0FyQARyQAQCqAQcKA0NISRAAsgEHCgNTSlUQAA~AQo0CjIIwYIBEgQxMDYwGK4cILKiASjeh4kDMPiJiQM4QkAAWAFqBUJBU0lDcghPTk4yQURCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpgCi8IwmwSBDE0NjIYsqIBIMGTASi0vokDMKjAiQM4WkAAWAFqAkFOcghaSTBBVUVZNQotCMJsEgMzMTEYwZMBIK4cKP3CiQMwscSJAzhPQAFYAWoCQU5yCE9JNEFCRVk1EgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ&medianPrice=1040.00&displayPrice=485.62&src=dflp) - Chicago (ORD)San Juan (SJU) Mon, Mar 30 Sat, Apr 4 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 8 hours ago 50% less than typical $412 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:SJU,departure:3/30/2026TANYT&leg2=from:SJU,to:MDW,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-d495129ea4024057a2f59bc1d585658f-1199-1-st-v5-sos-d495129ea4024057a2f59bc1d585658f-1048-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcT9zlyQAQGQAQGqAQcKA0NISRAAsgEHCgNTSlUQAA~AQo0CjIIwYIBEgQxMDYwGK4cILKiASjeh4kDMPiJiQM4QkAAWAFqBUJBU0lDcghPTk4yQURCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpkCjAI15wBEgQyOTk4GLKiASCAlQEolL2JAzDPv4kDOENAAFgBagNXR0FyB0NMQTNSMkYKMAjXnAESBDI2MTgYgJUBIOywASiMw4kDMJ3EiQM4Q0ABWAFqA1dHQXIHQ0xBM1IyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=1040.00&displayPrice=411.50&src=dflp) - Chicago (ORD)San Juan (SJU) Mon, Mar 30 Sat, Apr 4 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 14 hours ago 45% less than typical $431 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:SJU,departure:3/30/2026TANYT&leg2=from:SJU,to:MDW,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-8f218aceb7e14537b38778393bf6e160-2002-1-st-v5-sos-8f218aceb7e14537b38778393bf6e160-1846-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcvIzVyQASeQAQCqAQcKA0NISRAAsgEHCgNTSlUQAA~AQo0CjIIwYIBEgQxMDYwGK4cILKiASjeh4kDMPiJiQM4QkAAWAFqBUJBU0lDcghPTk4yQURCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs.AQpwCjYIxJgBEgQxODQwGLKiASDgXCjAuokDMLq8iQM4RUAAWAFqCU1BSU5CQVNJQ3IIVU5OQzBOQloKNgjEmAESBDEwNzYY4Fwg7LABKP--iQMw87-JAzhFQAFYAWoJTUFJTkJBU0lDcghVTk5DME5CWhIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=1040.00&displayPrice=430.50&src=dflp) - Chicago (ORD)Miami (MIA) Sat, Mar 21 Sat, Mar 28 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 6-day trip found 11 hours ago 55% less than typical $293 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/21/2026TANYT&leg2=from:MIA,to:ORD,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-1bf5bff6a56d4dbaa20800cc2da3ec6d-1042-1~8.S.1~AQoGCAEQ-5ADEgcI1AQQARgBKAJYAnAAegNiZnOIAeCazlyqAQcKA0NISRAAsgEHCgNNSUEQAQ~AQozCjEIwYIBEgQyOTAxGK4cIIwCKN-giAMwnKKIAzhCQABYAWoFQkFTSUNyCFFWRlVaTkJYCmYKMQjBggESBDM4MTQYjAIgoQMom-mIAzC26ogDOEJAAFgBagVCQVNJQ3IIUVdBTElPQlgKMQjBggESBDQ3MDQYoQMgrhwo_uuIAzDw7IgDOEJAAVgBagVCQVNJQ3IIUVdBTElPQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=878.00&displayPrice=292.60&src=dflp) - Chicago (ORD)Miami (MIA) Sat, Mar 21 Sun, Mar 29 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 7-day trip found 17 hours ago 40% less than typical $334 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/21/2026TANYT&leg2=from:MIA,to:ORD,departure:3/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-dc4de51afdd345088bc2723d8d185b0e-809-1-st-v5-sos-dc4de51afdd345088bc2723d8d185b0e-810-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZL_zFyQAQCQAQuqAQcKA09SRBAAsgEHCgNNSUEQAA~AQozCjEIwYIBEgQyNDE5GK4cIIwCKISgiAMwx6GIAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQplCjEIwYIBEgQxNzY1GIwCIO9ZKMD0iAMw7fWIAzhCQABYAWoFQkFTSUNyCE5XQVpaT0JYCjAIwYIBEgM5NTUY71kgrhwosfaIAzDM94gDOEJAAVgBagVCQVNJQ3IITldBWlpPQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=722.00&displayPrice=333.59&src=dflp) - Chicago (ORD)Miami (MIA) Fri, Mar 20 Fri, Mar 27 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 6-day trip found 8 hours ago 55% less than typical $248 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/20/2026TANYT&leg2=from:MIA,to:ORD,departure:3/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-eb04674b276441289f1570b5d990c9b0-1552-1-st-v5-sos-eb04674b276441289f1570b5d990c9b0-1448-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdbpzlyQASyQAR6qAQcKA09SRBAAsgEHCgNNSUEQAA~AQozCjEIwYIBEgQyNDE5GK4cIIwCKOSUiAMwp5aIAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQpuCjUIxJgBEgQxMjQ5GIwCIOBcKNjdiAMw196IAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTlCRwo1CMSYARIEMTE0NxjgXCCuHCiH34gDMITgiAM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkE5QkcSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=716.00&displayPrice=247.60&src=dflp) - Chicago (MDW)Las Vegas (LAS) Sat, Mar 21 Tue, Mar 24 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 14 hours ago 50% less than typical $283 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:3/21/2026TANYT&leg2=from:LAS,to:MDW,departure:3/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-60ee4c7751934ddb976ef4a09b423b0b-6303-1-st-v5-sos-60ee4c7751934ddb976ef4a09b423b0b-6223-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYfNzVyQAR2QAR2qAQcKA01EVxAAsgEHCgNMQVMQAA~AQoxCi8I15wBEgM1MTIY7LABIIuQASiDoYgDMPiiiAM4RUAAWAFqA1dHQXIHRUROVlIyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpvCjUIxJgBEgM3MjAYi5ABIOBcKIDFiAMw4saIAzhFQABYAWoJTUFJTkJBU0lDcghWQVZOQzJCRwo2CMSYARIEMTA2MxjgXCDssAEoy8iIAzDAyYgDOEVAAVgBaglNQUlOQkFTSUNyCFZBVk5DMkJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ&medianPrice=782.00&displayPrice=282.60&src=dflp) - Chicago (MDW)Las Vegas (LAS) Sat, Mar 21 Wed, Mar 25 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 1 hour ago 50% less than typical $303 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:3/21/2026TANYT&leg2=from:LAS,to:MDW,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-fd190dc8ca9f4177935eb989b12db063-7215-1-st-v5-sos-fd190dc8ca9f4177935eb989b12db063-7131-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAa6v0FyqAQcKA01EVxAAsgEHCgNMQVMQAA~AQoxCi8I15wBEgM1MTIY7LABIIuQASiDoYgDMPiiiAM4VUAAWAFqA1dHQXIHVUxOVlAyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpwCjYIxJgBEgQyODM0GIuQASDMfCiWxogDMMjHiAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWTkMyQkcKNgjEmAESBDM3NzgYzHwg7LABKJDIiAMw_siIAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZOQzJCRxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=790.00&displayPrice=302.60&src=dflp) - Chicago (MDW)Las Vegas (LAS) Fri, Apr 3 Thu, Apr 9 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 6-day trip found 10 hours ago 50% less than typical $228 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:4/3/2026TANYT&leg2=from:LAS,to:RFD,departure:4/9/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-2e9f959e8b8241c2a9d11d4721af09fb-1633-1-st-v5-sos-2e9f959e8b8241c2a9d11d4721af09fb-1346-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcm_zlyQARaQAQGqAQcKA0NISRAAsgEHCgNMQVMQAA~AQoyCjAI15wBEgQ0MjAwGOywASCLkAEouKyJAzCtrokDOEZAAFgBagNXR0FyB0ZMTldSMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB.AQpnCjIIwYIBEgQxODUzGIuQASCuHCji-YkDMLr7iQM4QkAAWAFqBUJBU0lDcghRVkFJWFNCVgoxCMGCARIENjU3NBiuHCCxGSjq_IkDMMn9iQM4QkABWAFqBUJBU0lDcghRVkFJWFNCVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs&medianPrice=628.00&displayPrice=227.56&src=dflp) ## Cheapest flights from Hillside These prices were available within the past 7 days. Prices quoted are per person, 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) Sat, Apr 25 - Thu, Apr 30 MDW Chicago MCO Orlando $46 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:MCO,departure:4/25/2026TANYT&leg2=from:MCO,to:MDW,departure:4/30/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:45.96&airProductToken=AQoxCi8IxnISBDE1MzYY7LABIMxwKPaliwMwn6eLAzhFQABYAWoEUENfMXIHSzIxU1hTMgoxCi8IxnISBDM4NTMYzHAg7LABKPXbiwMwpd2LAzhFQABYAWoEUENfMXIHSzIxRFhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, May 11 - Fri, May 15 ORD Chicago TPA Tampa $46 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TPA,departure:5/11/2026TANYT&leg2=from:TPA,to:ORD,departure:5/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:45.96&airProductToken=AQowCi4IxnISBDEyNTIYrhwg8wMost2MAzDp3owDOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIEMTQxNRjzAyCuHCivjI0DMOqNjQM4RUAAWAFqBFBDXzFyB0syMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sun, May 10 - Thu, May 14 ORD Chicago RSW Fort Myers $56 Roundtrip found 5 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:RSW,departure:5/10/2026TANYT&leg2=from:RSW,to:ORD,departure:5/14/2026TANYT&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=AQoxCi8IxnISBDM4MDAYrhwg0bQBKOTNjAMwns-MAzhFQABYAWoEUENfMXIHSzIxRFhTMgoxCi8IxnISBDM3OTkY0bQBIK4cKNf8jAMwo_6MAzhFQABYAWoEUENfMXIHSzIxUlhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Apr 20 - Thu, Apr 23 ORD Chicago MIA Miami $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MIA,departure:4/20/2026TANYT&leg2=from:MIA,to:ORD,departure:4/23/2026TANYT&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=AQowCi4IxnISBDM2MzAYrhwgjAIopvGKAzDt8ooDOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIEMjY3MRiMAiCuHCjRlIsDMKuWiwM4RUAAWAFqBFBDXzFyB0syMURYUzISDAgBEAEYASoCRjkyABgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Apr 20 - Wed, Apr 22 ORD Chicago FLL Fort Lauderdale $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:4/20/2026TANYT&leg2=from:FLL,to:ORD,departure:4/22/2026TANYT&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=AQowCi4IxnISBDIyMDUYrhwg5Voo0--KAzCY8YoDOEVAAFgBagRQQ18xcgdLMjFEWFMyCjAKLgjGchIEMjIwNhjlWiCuHCiPiIsDMOmJiwM4RUAAWAFqBFBDXzFyB0syMVhYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, May 4 - Sat, May 9 ORD Chicago PHX Phoenix $56 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:PHX,departure:5/4/2026TANYT&leg2=from:PHX,to:ORD,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:55.96&airProductToken=AQoxCi8IxnISBDE4MjkYrhwg77kBKMKKjAMwyIyMAzhFQABYAWoEUENfMXIHSzIxTlhTMgoxCi8IxnISBDE4MjgY77kBIK4cKNnFjAMwsceMAzhFQABYAWoEUENfMXIHSzIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Apr 9 - Tue, Apr 14 RFD Rockford MCO Orlando $143 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RFD,to:MCO,departure:4/9/2026TANYT&leg2=from:MCO,to:RFD,departure:4/14/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:142.26&airProductToken=AQplCjEIwYIBEgQ2NTc2GLEZIK4cKN_0iQMwvvWJAzhCQABYAWoFQkFTSUNyCE9WQUlYU0JWCjAIwYIBEgMzODgYrhwgzHAojfaJAzC394kDOEJAAVgBagVCQVNJQ3IIT1ZBSVhTQlYKZgoxCMGCARIEMjMxNhjMcCCuHCiirooDMOevigM4QkAAWAFqBUJBU0lDcghPVkFJWFNCVgoxCMGCARIENjU3OBiuHCCxGSiesIoDMP2wigM4QkABWAFqBUJBU0lDcghPVkFJWFNCVhIMCAEQARgBKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Wed, Apr 8 - Wed, Apr 15 MDW Chicago FLL Fort Lauderdale $144 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:FLL,departure:4/8/2026TANYT&leg2=from:FLL,to:MDW,departure:4/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:143.49&airProductToken=AQowCi4I15wBEgM5NzQY7LABIOVaKO7qiQMwneyJAzhWQABYAWoDV0dBcgdWWk5WSDJMCjEKLwjXnAESBDE5MjMY5Vog7LABKOqzigMwqLWKAzhEQABYAWoDV0dBcgdERE5XUjJGEgwIAhABGAIqAldOMgAYASIECAEQASgCKAMoBDAB) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Apr 28 - Tue, May 5 ORD Chicago NLU Mexico City $307 Roundtrip found 5 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:NLU,departure:4/28/2026TANYT&leg2=from:NLU,to:ORD,departure:5/5/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:306.12&airProductToken=AQpfCi0I2WgSBDE3MDUYrhwg5lgo6cmLAzDfy4sDOEFAAFgBagRaZXJvcgZBTENTUzIKLgjZaBIEMTI5MhjmWCDtogEo68yLAzC2zYsDOEFAAVgBagRaZXJvcgZBTENTUzIKXwouCNloEgQxMjkzGO2iASDmWCjTmowDMJ-bjAM4QUAAWAFqBFplcm9yBkFMQ1NTMQotCNloEgQxNzAyGOZYIK4cKNubjAMw052MAzhBQAFYAWoEWmVyb3IGQUxDU1MxEgoIARABGAEqAlk0GAEiBAgBEAEoAigDKAQwDQ) ![Aeromexico](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/am.gif) Mon, Apr 6 - Fri, Apr 10 ORD Chicago MEX Mexico City $320 Roundtrip found 4 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MEX,departure:4/6/2026TANYT&leg2=from:MEX,to:ORD,departure:4/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:319.31&airProductToken=AQo0CjIIwZoBEgM2ODkYrhwgjLkBKN_MiQMw8s6JAzhWQABYAWoGQkFTSUNBcghOTk5MMFNCTRIKCAEQARgBKgJBTRgBIgQIARABKAIoAygEMAE) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_) ## How to Find Cheap Flights from Hillside, IL #### How much is a flight from Hillside? This week, flights from Hillside are available between $46 – $320\. #### How to find cheap flights from Hillside? Expedia makes it easy to compare cheap flights from Hillside to many destinations. Check out excellent deals on domestic and international flights from Hillside. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options. #### How can I get the best deal on flights from Hillside? On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from Hillside is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from Hillside may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Hillside? At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Hillside with: Frontier Airlines, American Airlines, Southwest Airlines, Arajet, Volaris, Aeromexico. #### What is the best month to fly from Hillside? One of the cheapest times to fly from Hillside airport(s) is April, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand. #### Are there any last-minute flights from Hillside? Expedia is the place to find last-minute flights from Hillside, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks. #### Why book your ticket with Expedia? Booking flights from Hillside with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from Hillside. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more. #### Can I change/cancel my flight? Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our [customer service portal](https://www.expedia.com/service/). We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees. \*Data specialists from both ARC and Expedia Group analysed ARC's global flight data to distil actionable information to help people save money on travel. While it's impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Analysis based on ARC, round-trip flight data between 1 October 2017 - 30 September 2018 for Economy and Premium cabin ATPs on a global basis. ## Travel information ## Flights from Hillside: Essential Travel Information | Cheapest flight from Hillside | $46 (roundtrip) | | ----------------------------------- | ------------------------------------------------------------------------------------- | | Best airlines to fly from Hillside | Frontier Airlines, American Airlines, Southwest Airlines, Arajet, Volaris, Aeromexico | | Cheapest month to fly from Hillside | April | | Hillside IATA code | CHI | | Hillside Country/State | Chicago | | Airline ticket deals from Hillside | $46 - $320 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - 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