Title: $28 Cheap Flights to Chicago Heights, IL - Expedia.com ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $28 Cheap Flights to Chicago Heights, IL [View $28 flight on Tue, Apr 28, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:ATL,to:MDW,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:27.98&airProductToken=AQoxCi8IxnISBDIyOTEY4Fwg7LABKMLLiwMwv8yLAzhFQABYAWoEUENfMXIHSzIxRVhTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) [Chicago Heights Travel Guide](https://expedia.com/Chicago-Heights.dx89157)[Hotels in Chicago Heights](https://expedia.com/Chicago-Heights-Hotels.d89157.Travel-Guide-Hotels)[Car Rentals in Chicago Heights](https://expedia.com/Car-Rentals-In-Chicago-Heights.d89157.Car-Rental-Guide)[Chicago Heights Vacation Packages](https://expedia.com/Chicago-Heights.d89157.Destination-Travel-Guides) ## Popular airlines to Chicago Heights - ![](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:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&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_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&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:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&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_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&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_NK.svg) Spirit Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](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:CMH,to:Chicago Heights, Illinois, United States of America,departure:3/21/2026TANYT&leg2=from:Chicago Heights, Illinois, United States of America,to:CMH,departure:3/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](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 to Chicago Heights Nonstop Carry-on included Lower price than typical - Columbus (CMH)Chicago (ORD) Thu, Apr 16 Mon, Apr 20 ![American Airlines](https://a.travel-assets.com/air/airlines/aa_sq.svg)American Airlines • Nonstop --- 3-day trip found 6 hours ago 20% less than typical $219 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:ORD,departure:4/16/2026TANYT&leg2=from:ORD,to:CMH,departure:4/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-189cdd52eaa4431c8d8ee6266f0f28b0-697-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBrK39XKoBBwoDQ01IEACyAQcKA09SRBAA~AQozCjEIwYIBEgQ0NDI1GII7IK4cKPPBigMw2cKKAzhCQABYAWoFQkFTSUNyCFFWQUlYU0JYCjMKMQjBggESBDMwMTUYrhwggjso7e6KAzDE74oDOEJAAFgBagVCQVNJQ3IIUVZBSVhTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL&medianPrice=362.00&displayPrice=218.80&src=dflp) - Columbus (CMH)Chicago (MDW) Thu, Mar 19 Thu, Mar 26 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 6-day trip found 21 hours ago 25% less than typical $318 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MDW,departure:3/19/2026TANYT&leg2=from:RFD,to:CMH,departure:3/26/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-418559bbd9be4963a4383db7c6a6c446-3247-1-st-v5-sos-418559bbd9be4963a4383db7c6a6c446-3156-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAeXz-VyqAQcKA0NNSBAAsgEHCgNDSEkQAA~AQoxCi8I15wBEgQxOTQ2GII7IOywASimiIgDMPGIiAM4UEAAWAFqA1dHQXIHUExOVVAyRBIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpmCjEIwYIBEgQ2NTc0GLEZIK4cKKXViAMwhNaIAzhCQABYAWoFQkFTSUNyCFFWQUlYU0JWCjEIwYIBEgQzNTI2GK4cIII7KILXiAMw1teIAzhCQAFYAWoFQkFTSUNyCFFWQUlYU0JWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw&medianPrice=549.00&displayPrice=317.49&src=dflp) - Columbus (CMH)Chicago (MDW) Fri, Apr 3 Mon, Apr 6 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip just found 25% less than typical $289 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MDW,departure:4/3/2026TANYT&leg2=from:MDW,to:CMH,departure:4/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-d2bacc78c2f843569d3906d2d8e17492-389-1-st-v5-sos-d2bacc78c2f843569d3906d2d8e17492-388-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZfE_lyqAQcKA0NNSBAAsgEHCgNNRFcQAA~AQoxCi8I15wBEgQzMDQwGII7IOywASjsrYkDMLeuiQM4RUAAWAFqA1dHQXIHRUxOVlAyRBIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE.AQpxCjcIxJgBEgQ1Mjc1GOywASDjtAEoxtSJAzCN1YkDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBNUJDCjYIxJgBEgQ1MzM5GOO0ASCCOyiS1okDMM_WiQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB&medianPrice=497.00&displayPrice=288.60&src=dflp) - Columbus (CMH)Chicago (MDW) Thu, Apr 16 Mon, Apr 20 ![Southwest Airlines](https://a.travel-assets.com/air/airlines/wn_sq.svg)Southwest Airlines • Nonstop --- 3-day trip found 6 hours ago 20% less than typical $219 [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MDW,departure:4/16/2026TANYT&leg2=from:MDW,to:CMH,departure:4/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-e4c03de3ebc9486d97a602244774c928-123-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB66z9XKoBBwoDQ01IEACyAQcKA01EVxAA~AQoxCi8I15wBEgQzMTA0GII7IOywASigxYoDMOvFigM4REAAWAFqA1dHQXIHRFpOVk4yRAowCi4I15wBEgMyNzcY7LABIII7KILtigMwyO2KAzhEQABYAWoDV0dBcgdEWk5WTjJEEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=350.00&displayPrice=218.80&src=dflp) ## How much is the cheapest flight to Chicago Heights? 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) Wed, Apr 22 - Sat, Apr 25 ATL Atlanta MDW Chicago $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:MDW,departure:4/22/2026TANYT&leg2=from:MDW,to:ATL,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:55.96&airProductToken=AQoxCi8IxnISBDIyOTEY4Fwg7LABKIKIiwMw_4iLAzhFQABYAWoEUENfMXIHSzIxWFhTMgoxCi8IxnISBDIxNDQY7LABIOBcKOKqiwMw6auLAzhFQABYAWoEUENfMXIHSzIxU1hTMhIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Apr 7 - Wed, Apr 8 EWR New York ORD Chicago $58 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:4/7/2026TANYT&leg2=from:ORD,to:EWR,departure:4/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:57.98&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKK7hiQMwwuKJAzhQQABYAWoCUlByBlBBMjFOUgouCiwIzpYBEgMxMDcYrhwgxI0BKOXqiQMw5euJAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Apr 14 - Tue, Apr 28 ATL Atlanta RFD Rockford $138 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:ATL,to:RFD,departure:4/14/2026TANYT&leg2=from:RFD,to:ATL,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:137.98&airProductToken=AQpmCjEIwYIBEgQxODU1GOBcIK4cKOmuigMw-q-KAzhCQABYAWoFQkFTSUNyCE9XQVVVTkJWCjEIwYIBEgQ2NTc4GK4cILEZKKiwigMwh7GKAzhCQAFYAWoFQkFTSUNyCE9XQVVVTkJWCmYKMQjBggESBDY1NzYYsRkgrhwoxMqLAzCjy4sDOEJAAFgBagVCQVNJQ3IIT1dBVVVOQlYKMQjBggESBDI3NzkYrhwg4FworcyLAzCvzYsDOEJAAVgBagVCQVNJQ3IIT1dBVVVOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Apr 18 - Sat, Apr 25 LGA New York ORD Chicago $147 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:LGA,to:ORD,departure:4/18/2026TANYT&leg2=from:ORD,to:LGA,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:146.79&airProductToken=AQo4CjYI1YIBEgQyMjk5GMsBIK4cKLvaigMw4NuKAzhOQABYAWoKMV9iYXNpY2Vjb3IIR0FGNUFLQlMKOAo2CNWCARIEMjMwNhiuHCDLASiPqIsDMJmpiwM4TkAAWAFqCjFfYmFzaWNlY29yCEdBRjVBS0JTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Wed, Apr 22 - Thu, Apr 23 LGA New York MDW Chicago $147 Roundtrip found 18 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:LGA,to:MDW,departure:4/22/2026TANYT&leg2=from:MDW,to:LGA,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:146.79&airProductToken=AQoxCi8I15wBEgQxOTUwGMsBIOywASjtgosDMP6DiwM4REAAWAFqA1dHQXIHRExOVVQyRQoxCi8I15wBEgQzMjk4GOywASDLASiylIsDMK-ViwM4VkAAWAFqA1dHQXIHVkxOVVQyRRIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE) ## Alternative airports near Chicago Heights Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MDW,departure:3/21/2026TANYT&leg2=from:MDW,to:CMH,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. CheapestClosest 32 min [Flights from $401 ](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MDW,departure:3/21/2026TANYT&leg2=from:MDW,to:CMH,departure:3/22/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### July is typically the cheapest month to fly From $77 - $303 per traveler. ![](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_) ## Frequently asked questions ### What month is the cheapest to fly to Chicago Heights? ### Which US cities have the cheapest flights to Chicago Heights? ### Which US cities fly direct to Chicago Heights? > - New York > - Washington > - Dallas > - Boston > - Phoenix ### How to find a cheap flight to Chicago Heights? ### How to get a cheap last-minute flight to Chicago Heights? ### How far in advance should I book a flight to Chicago Heights? ### Which day of the week is the cheapest day to buy a plane ticket to Chicago Heights? ### Which airlines fly to Chicago Heights? > - United Airlines > - American Airlines > - Delta Air Lines > - Alaska Airlines ### Where do you fly into Chicago Heights? ### How far is the airport from central Chicago Heights? ### Can I save money by booking a Chicago Heights trip package? ### Can I change or cancel my flight to Chicago Heights? \*Flight schedules are subject to change. ## Book with confidence # Tips to find the cheapest flights to Chicago Heights **The cheapest day to fly** Get started finding a cheap flight to Chicago Heights on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you. **The cheapest month to fly** April is the cheapest month to fly to Chicago Heights. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Chicago Heights. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute. **The most affordable time to book a flight** Typically, a Sunday can be the cheapest time to book a flight to Chicago Heights, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation. **The cheapest round-trip tickets to Chicago Heights** The lowest price for round-trip flights to Chicago Heights in 2026 starts from from $56, while one-way tickets start from from $28\. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Chicago Heights. If you have a preferred departure time or airline, you can use the handy filters to customize your search. **The cheapest airlines flying to Chicago Heights** Frontier Airlines, Spirit Airlines, American Airlines, United, Delta, Southwest Airlines are just some of the airlines that can typically offer cheap tickets to Chicago Heights. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Chicago Heights and countless more destinations worldwide. **The most affordable airports to fly into** To view the cheapest airports to fly into for Chicago Heights, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Chicago Heights. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia. **Save with a package** With Expedia's amazing [package deals](https://www.expedia.com/package-deals), you could save hundreds of dollars by booking your Chicago Heights plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving. **Date flexibility for the cheapest flights to Chicago Heights** If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Chicago Heights. **Stopover savings** The cheapest tickets to Chicago Heights are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Chicago Heights. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved. **Get Expedia's Price Drop Protection** Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference\*. This gives you peace of mind that you're getting one of the cheapest flights to Chicago Heights for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members. \*Terms apply. **Use our Price Tracking feature** Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Chicago Heights. Simply download the free Expedia app to your smart device and activate Chicago Heights flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices. **Book with Expedia** As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Chicago Heights. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. ## Travel information | Destination airport | Midway Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | MDW | | Destination city name | Chicago | | Roundtrip price | $56 | ## Trending flights to Chicago Heights 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) Wed, Apr 15 - Tue, Apr 28 EWR New York MDW Chicago $56 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:EWR,to:MDW,departure:4/15/2026TANYT&leg2=from:MDW,to:EWR,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:55.96&airProductToken=AQoyCjAIxnISBDE0MTMYxI0BIOywASiCtooDMJi3igM4RUAAWAFqBFBDXzFyB0syMVhYUzIKMgowCMZyEgQxNDE0GOywASDEjQEo7saLAzDux4sDOEVAAFgBagRQQ18xcgdLMjFFWFMyEgoIARABGAEqAkY5GAEiBAgBEAEoAigDMA0) ## 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) - [South Chicago Heights Hotels ](https://www.expedia.com/South-Chicago-Heights-Hotels.d6132431.Travel-Guide-Hotels) - 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