Title: $28 Cheap flights from Wheeling, 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) # $28 Cheap flights from Wheeling, IL [View $28 flight on Sat, May 16, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ORD,to:PHX,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:27.98&airProductToken=AQoxCi8IxnISBDE4MjkYrhwg77kBKPeRjQMw85ONAzhFQABYAWoEUENfMXIHSzIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) [Wheeling Travel Guide](https://expedia.com/Wheeling.dx173972)[Hotels in Wheeling](https://expedia.com/Wheeling-Hotels.d173972.Travel-Guide-Hotels)[Things to do in Wheeling](https://expedia.com/Things-To-Do-In-Wheeling.d173972.Travel-Guide-Activities)[Car Rentals in Wheeling](https://expedia.com/Car-Rentals-In-Wheeling.d173972.Car-Rental-Guide)[Wheeling Vacation Packages](https://expedia.com/Wheeling.d173972.Destination-Travel-Guides) ## Popular airlines from Wheeling - ![](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_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_F9.svg) Frontier Airlines - ![](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 Wheeling Nonstop Carry-on included Lower price than typical - Chicago (ORD)Miami (MIA) Mon, Mar 30 Fri, Apr 3 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 5 hours ago 40% less than typical $307 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/30/2026TANYT&leg2=from:MIA,to:ORD,departure:4/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4ec4854346a5497dab79df8fd0048ff4-1100-1-st-v5-sos-4ec4854346a5497dab79df8fd0048ff4-1097-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfeG_1yQAQmQASaqAQcKA09SRBAAsgEHCgNNSUEQAA~AQozCjEIwYIBEgQyNDE5GK4cIIwCKKSFiQMw54aJAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQplCjEIwYIBEgQxNzY1GIwCIO9ZKOCsiQMwja6JAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYCjAIwYIBEgM5NTUY71kgrhwo0a6JAzDsr4kDOEJAAVgBagVCQVNJQ3IIUVZBVVpPQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=655.00&displayPrice=306.59&src=dflp) - Chicago (ORD)Miami (MIA) Mon, Mar 30 Fri, Apr 3 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 5 hours ago 40% less than typical $307 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/30/2026TANYT&leg2=from:MIA,to:ORD,departure:4/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-de28fd6ca6474eb5a5a699126611fd87-1109-1-st-v5-sos-de28fd6ca6474eb5a5a699126611fd87-1096-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAaOG_1yQAQeQASSqAQcKA09SRBAAsgEHCgNNSUEQAA~AQozCjEIwYIBEgQyOTAxGK4cIIwCKP-FiQMwvIeJAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQplCjEIwYIBEgQxNzY1GIwCIO9ZKOCsiQMwja6JAzhCQABYAWoFQkFTSUNyCFFWQVVaT0JYCjAIwYIBEgM5NTUY71kgrhwo0a6JAzDsr4kDOEJAAVgBagVCQVNJQ3IIUVZBVVpPQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=655.00&displayPrice=306.59&src=dflp) - Chicago (ORD)Miami (MIA) Wed, Mar 25 Sat, Mar 28 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 6 hours ago 35% less than typical $309 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MIA,departure:3/25/2026TANYT&leg2=from:MIA,to:MDW,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c2e1fa54cd354788af5589b84c5d8524-699-1-st-v5-sos-c2e1fa54cd354788af5589b84c5d8524-572-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYzu_lyQAQaQAQmqAQcKA0NISRAAsgEHCgNNSUEQAA~AQozCjEIwYIBEgQxMTY0GK4cIIwCKNTHiAMwlsmIAzhCQABYAWoFQkFTSUNyCFFVQUxLT0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQphCi4I15wBEgQyMTUwGIwCIMxAKMXviAMwofGIAzhHQABYAWoDV0dBcgdHTEFWUjJGCi8I15wBEgQzODE0GMxAIOywASin9IgDMPz0iAM4R0ABWAFqA1dHQXIHR0xBVlIyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE&medianPrice=627.00&displayPrice=308.20&src=dflp) - Chicago (ORD)San Juan (SJU) Mon, Apr 13 Sat, Apr 18 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 4-day trip found 22 hours ago 50% less than typical $282 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:SJU,departure:4/13/2026TANYT&leg2=from:SJU,to:ORD,departure:4/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-920432b7f59442a7a52d125a2f3a7382-415-1~8.S.1~AQoGCAEQmKwSEgcI1AQQARgBKAJYAnAAegNiZnOIAb3B-1yqAQcKA09SRBAAsgEHCgNTSlUQAg~AQo0CjIIwYIBEgQyODQ1GK4cILKiASjMnooDMOygigM4QkAAWAFqBUJBU0lDcghPTk4yQURCWgppCjMIwYIBEgQxODQxGLKiASDimgEo7dWKAzDd14oDOEJAAFgBagVCQVNJQ3IIT05OMkFEQloKMgjBggESBDEyNDQY4poBIK4cKIXZigMwjtqKAzhCQAFYAWoFQkFTSUNyCE9OTjJBREJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=779.00&displayPrice=281.50&src=dflp) - Chicago (ORD)San Juan (SJU) Mon, Apr 6 Fri, Apr 17 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 10-day trip found 8 hours ago 30% less than typical $382 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:SJU,departure:4/6/2026TANYT&leg2=from:SJU,to:ORD,departure:4/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-dd254359f16e438bae1b1c56aa27f157-1568-1~8.S.1~AQoGCAEQ7bUYEgcI1AQQARgBKAJYAnAAegNiZnOIAfK-_lyqAQcKA09SRBAAsgEHCgNTSlUQAA~AQo0CjIIwYIBEgQxMDYwGK4cILKiASi-1okDMNjYiQM4QkAAWAFqBUJBU0lDcghOTk43QURCWgpmCjEIwYIBEgM5MDMYsqIBIO9ZKKfOigMwpNCKAzhCQABYAWoFQkFTSUNyCE9OTjJBREJaCjEIwYIBEgQzMzMxGO9ZIK4cKL3RigMw0tKKAzhCQAFYAWoFQkFTSUNyCE9OTjJBREJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=719.00&displayPrice=381.50&src=dflp) - Chicago (MDW)Las Vegas (LAS) Mon, Mar 30 Sun, Apr 5 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 6-day trip found 18 hours ago 45% less than typical $365 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:3/30/2026TANYT&leg2=from:LAS,to:ORD,departure:4/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-6ec0caae136f4467b277dca0652a2275-1986-1-st-v5-sos-6ec0caae136f4467b277dca0652a2275-1775-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYKf_FyQARCQARaqAQcKA0NISRAAsgEHCgNMQVMQAA~AQoxCi8I15wBEgM1MTIY7LABIIuQASiRh4kDMIGJiQM4WkAAWAFqA1dHQXIHWlpOVk4yRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQppCjMIwYIBEgQyMzkwGIuQASCjsQEo4MyJAzCCzokDOEJAAFgBagVCQVNJQ3IITFVBSVpOQloKMgjBggESBDEyODUYo7EBIK4cKN7OiQMw8s-JAzhCQAFYAWoFQkFTSUNyCExVQUlaTkJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=861.00&displayPrice=364.58&src=dflp) - Chicago (MDW)Las Vegas (LAS) Sun, Mar 29 Fri, Apr 3 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 5-day trip found 20 hours ago 55% less than typical $348 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:3/29/2026TANYT&leg2=from:LAS,to:MDW,departure:4/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0a8fdc82a1324bcaa440cca4064a0949-533-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBh-j7XKoBBwoDTURXEACyAQcKA0xBUxAA~AQoxCi8I15wBEgM1MTIY7LABIIuQASij_IgDMJj-iAM4R0AAWAFqA1dHQXIHR1BOVlcyRgpiCi8I15wBEgQzODM0GIuQASDOEijStIkDMN61iQM4R0AAWAFqA1dHQXIHR1hBVlIyRgovCNecARIEMjY2MhjOEiDssAEo2LeJAzDGuIkDOEdAAVgBagNXR0FyB0dYQVZSMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=971.00&displayPrice=347.61&src=dflp) - Chicago (MDW)Las Vegas (LAS) Fri, Mar 27 Sat, Apr 4 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 8-day trip found 19 hours ago 45% less than typical $395 [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:LAS,departure:3/27/2026TANYT&leg2=from:LAS,to:MDW,departure:4/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-daa6b89be6054e8db966f48a6d305481-168-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBvf_7XKoBBwoDQ0hJEACyAQcKA0xBUxAA~AQoxCi8I15wBEgM1MTIY7LABIIuQASix5YgDMKHniAM4TkAAWAFqA1dHQXIHTkxON1AyRgpiCi8I15wBEgQyODI2GIuQASDOEiipwIkDMLXBiQM4WkAAWAFqA1dHQXIHWlpBVk4yRgovCNecARIEMjY2MhjOEiDssAEo-MKJAzDmw4kDOFpAAVgBagNXR0FyB1paQVZOMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=965.00&displayPrice=394.60&src=dflp) - Chicago (ORD)Mexico City (MEX) Mon, Mar 16 Sun, Mar 22 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 6-day trip found 9 hours ago 35% less than typical $479 [](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:MEX,departure:3/16/2026TANYT&leg2=from:MEX,to:ORD,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-61dc430c346147d2b52efa9ea487b344-931-1-st-v5-sos-61dc430c346147d2b52efa9ea487b344-830-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfeW_lyqAQcKA0NISRAAsgEHCgNNRVgQAA~AQozCjEIwYIBEgMyNDkYrhwgjLkBKNPjhwMw4OWHAzhCQABYAWoFQkFTSUNyCE9OTjdBVEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw.AQprCjQI1YIBEgQxMDg5GIy5ASCIOCjpp4gDMPSoiAM4TEAAWAFqB0VDT05PTVlyCExBQTNBOURTCjMI1YIBEgQxMDQ0GIg4IK4cKNiwiAMw_rGIAzhMQAFYAWoHRUNPTk9NWXIITEFBM0E5RFMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB&medianPrice=990.00&displayPrice=479.00&src=dflp) ## Cheapest flights from Wheeling 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) Sun, May 3 - Mon, May 11 MDW Chicago PHX Phoenix $66 Roundtrip found 2 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PHX,departure:5/3/2026TANYT&leg2=from:PHX,to:MDW,departure:5/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:65.96&airProductToken=AQoyCjAIxnISBDE3MzUY7LABIO-5ASjI_osDMLWAjAM4RUAAWAFqBFBDXzFyB0syMVlYUzIKMgowCMZyEgQxNzM2GO-5ASDssAEo9tqMAzDF3IwDOEVAAFgBagRQQ18xcgdLMjFOWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, May 2 - Wed, May 6 ORD Chicago FLL Fort Lauderdale $66 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:5/2/2026TANYT&leg2=from:FLL,to:ORD,departure:5/6/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:65.96&airProductToken=AQowCi4IxnISBDIyMDUYrhwg5Voo0_aLAzCY-IsDOEVAAFgBagRQQ18xcgdLMjFTWFMyCjAKLgjGchIEMjIwNhjlWiCuHCjPpYwDMKmnjAM4RUAAWAFqBFBDXzFyB0syMVhYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Apr 18 - Sat, May 2 ORD Chicago RSW Fort Myers $84 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:RSW,departure:4/18/2026TANYT&leg2=from:RSW,to:ORD,departure:5/2/2026TANYT&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=AQoxCi8IxnISBDM4MDAYrhwg0bQBKO_WigMwuNiKAzhFQABYAWoEUENfMXIHWjIxU1hTMgoxCi8IxnISBDM3OTkY0bQBIK4cKK_2iwMwgfiLAzhFQABYAWoEUENfMXIHWjIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, May 2 - Fri, May 8 ORD Chicago TPA Tampa $87 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TPA,departure:5/2/2026TANYT&leg2=from:TPA,to:ORD,departure:5/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:86.96&airProductToken=AQowCi4IxnISBDIzMTgYrhwg8wMowvmLAzD5-osDOEVAAFgBagRQQ18xcgdLMjFTWFMyCjAKLgjGchIEMTQxNRjzAyCuHCjPvYwDMIq_jAM4RUAAWAFqBFBDXzFyB1oyMURYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, May 9 - Sun, May 10 ORD Chicago MCO Orlando $87 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MCO,departure:5/9/2026TANYT&leg2=from:MCO,to:ORD,departure:5/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:86.96&airProductToken=AQowCi4IxnISBDI3OTIYrhwgzHAo7MKMAzCXxIwDOEVAAFgBagRQQ18xcgdLMjFTWFMyCjAKLgjGchIEMzA0MxjMcCCuHCiUzYwDMNfOjAM4RUAAWAFqBFBDXzFyB1oyMVlYUzISCggBEAEYASoCRjkYASIECAEQASgCKAMwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Tue, May 19 - Wed, May 20 ORD Chicago LAS Las Vegas $88 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:LAS,departure:5/19/2026TANYT&leg2=from:LAS,to:ORD,departure:5/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:87.96&airProductToken=AQoxCi8IxnISBDIxNDUYrhwgi5ABKMq5jQMwzLuNAzhFQABYAWoEUENfMXIHWjIxRVhTMgoxCi8IxnISBDIxNDYYi5ABIK4cKJ-8jQMwg76NAzhFQABYAWoEUENfMXIHWjIxWFhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Apr 18 - Sat, Apr 25 RFD Rockford MIA Miami $157 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RFD,to:MIA,departure:4/18/2026TANYT&leg2=from:MIA,to:RFD,departure:4/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.28&airProductToken=AQplCjEIwYIBEgQ2NTc0GLEZIK4cKPvXigMw2tiKAzhCQABYAWoFQkFTSUNyCE9XQVVKTkJWCjAIwYIBEgM4MTgYrhwgjAIo9NmKAzC824oDOEJAAVgBagVCQVNJQ3IIT1dBVUpOQlYKZgoxCMGCARIEMTI2ORiMAiCuHCiOpYsDMOSmiwM4QkAAWAFqBUJBU0lDcghPV0FVSk5CVgoxCMGCARIENjU3NhiuHCCxGSjsp4sDMMaoiwM4QkABWAFqBUJBU0lDcghPV0FVSk5CVhIMCAEQARgBKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Tue, May 12 - Wed, May 20 MDW Chicago FLL Fort Lauderdale $157 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:FLL,departure:5/12/2026TANYT&leg2=from:FLL,to:MDW,departure:5/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:156.79&airProductToken=AQoxCi8I15wBEgQyNTQwGOywASDlWiio5owDMNfnjAM4REAAWAFqA1dHQXIHREROV1IyRgoxCi8I15wBEgQzNDQwGOVaIOywASjfwI0DMJ3CjQM4REAAWAFqA1dHQXIHREROV1IyRhIMCAEQARgBKgJXTjIAGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 2 - Sat, May 9 MDW Chicago RSW Fort Myers $197 Roundtrip found 7 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:RSW,departure:5/2/2026TANYT&leg2=from:RSW,to:MDW,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:196.60&airProductToken=AQpwCjYIxJgBEgQzNzc4GOywASDMfCj29IsDMNv1iwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkgxQkcKNgjEmAESBDIwNjAYzHwg0bQBKJr2iwMw4feLAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOSDFCRxIMCAEQARgBKgJETDIAGAEiBAgBEAEoAigDKAQwAQ) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Mar 31 - Tue, Apr 28 ORD Chicago NLU Mexico City $285 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ORD,to:NLU,departure:3/31/2026TANYT&leg2=from:NLU,to:ORD,departure:4/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:284.97&airProductToken=AQpfCi0I2WgSBDE3MDMYrhwg5lgot4mJAzDDi4kDOEFAAFgBagRaZXJvcgZBSENTUzIKLgjZaBIEMTI5MBjmWCDtogEo5oyJAzCvjYkDOEFAAVgBagRaZXJvcgZBSENTUzIKXwouCNloEgQxMjkzGO2iASDmWCjzy4sDML3MiwM4QUAAWAFqBFplcm9yBkFMQ1NTMQotCNloEgQxNzAyGOZYIK4cKJTNiwMwg8-LAzhBQAFYAWoEWmVyb3IGQUxDU1MxEgwIARABGAEqAlk0MgAYASIECAEQASgCKAMoBDAN) ![](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 Wheeling, IL #### How much is a flight from Wheeling? This week, flights from Wheeling are available between $66 – $285\. #### How to find cheap flights from Wheeling? Expedia makes it easy to compare cheap flights from Wheeling to many destinations. Check out excellent deals on domestic and international flights from Wheeling. 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 Wheeling? 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 Wheeling 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 Wheeling may be more expensive. Airlines with strict bag policies or fees can also impact your costs. #### What is the best airline to fly from Wheeling? 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 Wheeling with: Frontier Airlines, American Airlines, Southwest Airlines, Arajet, United, Delta, Volaris. #### What is the best month to fly from Wheeling? One of the cheapest times to fly from Wheeling airport(s) is May, 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 Wheeling? Expedia is the place to find last-minute flights from Wheeling, 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 Wheeling 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 Wheeling. 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 Wheeling: Essential Travel Information | Cheapest flight from Wheeling | $66 (roundtrip) | | ----------------------------------- | ---------------------------------------------------------------------------------------- | | Best airlines to fly from Wheeling | Frontier Airlines, American Airlines, Southwest Airlines, Arajet, United, Delta, Volaris | | Cheapest month to fly from Wheeling | May | | Wheeling IATA code | CHI | | Wheeling Country/State | Chicago | | Airline ticket deals from Wheeling | $66 - $285 | \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Wheeling Station ](https://www.expedia.com/Wheeling-Station-Hotels.d6214275.Travel-Guide-Hotels) - 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[Flights from Mackinac Island (MCD) to Chicago (PWK) ](https://www.expedia.com/lp/flights/mcd/pwk/mackinac-island-to-chicago) - [Flights from Orange County (SNA) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sna/pwk/orange-county-to-chicago) - [Flights from New York (JFK) to Chicago (PWK) ](https://www.expedia.com/lp/flights/jfk/pwk/new-york-to-chicago) - [Flights from Weyers Cave (SHD) to Chicago (PWK) ](https://www.expedia.com/lp/flights/shd/pwk/weyers-cave-to-chicago) - [Flights from Indianapolis (IND) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ind/pwk/indianapolis-to-chicago) - [Flights from Waukegan (UGN) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ugn/pwk/waukegan-to-chicago) - [Flights from Jamestown (JHW) to Chicago (PWK) ](https://www.expedia.com/lp/flights/jhw/pwk/jamestown-to-chicago) - [Flights from Jackson (MKL) to Chicago (PWK) ](https://www.expedia.com/lp/flights/mkl/pwk/jackson-to-chicago) - [Flights from Sacramento (SMF) to Chicago (PWK) ](https://www.expedia.com/lp/flights/smf/pwk/sacramento-to-chicago) - [Flights from Seattle (SEA) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sea/pwk/seattle-to-chicago) - [Flights from Pittsburgh (PIT) to Chicago (PWK) ](https://www.expedia.com/lp/flights/pit/pwk/pittsburgh-to-chicago) - [Flights from Mosinee (CWA) to Chicago (PWK) ](https://www.expedia.com/lp/flights/cwa/pwk/mosinee-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (PWK) ](https://www.expedia.com/lp/flights/las/pwk/las-vegas-to-chicago) - [Flights from Buffalo (BUF) to Chicago (PWK) ](https://www.expedia.com/lp/flights/buf/pwk/buffalo-to-chicago) - [Flights from Ocala (OCF) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ocf/pwk/ocala-to-chicago) - [Flights from Wilkes-Barre (AVP) to Chicago (PWK) ](https://www.expedia.com/lp/flights/avp/pwk/wilkes-barre-to-chicago) - [Flights from Toronto (YYZ) to Chicago (PWK) ](https://www.expedia.com/lp/flights/yyz/pwk/toronto-to-chicago) - [Flights from New York (NYC) to Chicago (PWK) ](https://www.expedia.com/lp/flights/nyc/pwk/new-york-to-chicago) - 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Marie (CIU) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ciu/pwk/sault-ste-marie-to-chicago) - [Flights from Nashville (BNA) to Chicago (PWK) ](https://www.expedia.com/lp/flights/bna/pwk/nashville-to-chicago) - [Flights from Richmond (RIC) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ric/pwk/richmond-to-chicago) - [Flights from Chicago (ORD) to Chicago (PWK) ](https://www.expedia.com/lp/flights/ord/pwk/chicago-to-chicago) - [Flights from Orlando (SFB) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sfb/pwk/orlando-to-chicago) - [Flights from San Antonio (SAT) to Chicago (PWK) ](https://www.expedia.com/lp/flights/sat/pwk/san-antonio-to-chicago) - [Flights from Montreal (YUL) to Chicago (PWK) ](https://www.expedia.com/lp/flights/yul/pwk/montreal-to-chicago) - [Flights from Tri-Cities (TRI) to Chicago (PWK) ](https://www.expedia.com/lp/flights/tri/pwk/tri-cities-to-chicago) - [Flights from Mumbai (BOM) to Chicago (PWK) ](https://www.expedia.com/lp/flights/bom/pwk/mumbai-to-chicago) - [Flights from Cincinnati (LUK) to Chicago (PWK) ](https://www.expedia.com/lp/flights/luk/pwk/cincinnati-to-chicago) - [Flights from Milwaukee (MKE) to Chicago (PWK) ](https://www.expedia.com/lp/flights/mke/pwk/milwaukee-to-chicago) - [Flights from Santa Monica (SMO) to Chicago (PWK) ](https://www.expedia.com/lp/flights/smo/pwk/santa-monica-to-chicago) - [Flights from Minocqua (ARV) to Chicago (PWK) ](https://www.expedia.com/lp/flights/arv/pwk/minocqua-to-chicago) - [Flights from Fargo (FAR) to Chicago (PWK) ](https://www.expedia.com/lp/flights/far/pwk/fargo-to-chicago) - [Flights from Fort Myers (RSW) to Chicago (PWK) ](https://www.expedia.com/lp/flights/rsw/pwk/fort-myers-to-chicago) - [Xtreme Trampolines ](https://www.expedia.com/Xtreme-Trampolines-Chicago.d553248621532658605.Vacation-Attraction) - [Car rental Chicago Airport (ORD) ](https://www.expedia.com/Car-Rentals-In-OHare-Intl.d4477519.Car-Rental-Guide) - [Thrifty Car Rental Rental Cars in Chicago Executive ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Chicago-Executive.d6031352-c45.Car-Rental-Guide-Suppliers) - [Car rental Chicago Airport (PWK) ](https://www.expedia.com/Car-Rentals-In-Chicago-Executive.d6031352.Car-Rental-Guide) - [National Car Rental Rental Cars in Chicago Executive ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Chicago-Executive.d6031352-c42.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Chicago Executive ](https://www.expedia.com/Payless-Car-Rentals-In-Chicago-Executive.d6031352-c38.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Chicago Executive ](https://www.expedia.com/Avis-Car-Rentals-In-Chicago-Executive.d6031352-c41.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Chicago Executive ](https://www.expedia.com/Enterprise-Car-Rentals-In-Chicago-Executive.d6031352-c15.Car-Rental-Guide-Suppliers) - [Easirent Rental Cars in Chicago Executive ](https://www.expedia.com/Easirent-Car-Rentals-In-Chicago-Executive.d6031352-c1039.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Chicago Executive ](https://www.expedia.com/Fox-Rental-Cars-Car-Rentals-In-Chicago-Executive.d6031352-c19.Car-Rental-Guide-Suppliers) - [Dollar Rent A Car Rental Cars in Chicago Executive ](https://www.expedia.com/Dollar-Rent-A-Car-Car-Rentals-In-Chicago-Executive.d6031352-c43.Car-Rental-Guide-Suppliers) - [Compact Car Rentals near Chicago Executive ](https://www.expedia.com/Compact-Car-Rentals-In-Chicago-Executive.d6031352-tCompact.Car-Rental-Guide-Class) - [First-Car Rental Cars in Chicago Executive ](https://www.expedia.com/First-Car-Car-Rentals-In-Chicago-Executive.d6031352-c1019.Car-Rental-Guide-Suppliers) - [Car rentals near Xtreme Trampolines ](https://www.expedia.com/Car-Rentals-In-Xtreme-Trampolines.d553248621532658605.Car-Rental-Guide) - [Car rentals near Buffalo Grove ](https://www.expedia.com/Car-Rentals-In-Buffalo-Grove.d6276.Car-Rental-Guide) \*Available to One Key members.