Title: Denver to Chicago cheap flights from $70 (DEN to MDW) - 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) # $70 Cheap Flights from Denver (DEN) to Chicago (MDW) [View $70 flight on Wed, Apr 29, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:DEN,to:MDW,departure:4/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:69.98&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4FwondWLAzDe1osDOEVAAFgBagRQQ18xcgdLMjFQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKIbYiwMwgtmLAzhFQABYAWoEUENfMXIHSzIxUFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ## Popular airlines from Denver Intl. Airport (DEN) to Chicago Midway Airport (MDW) - ![](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:DEN,to:MDW,departure:4/22/2026TANYT&leg2=from:MDW,to:DEN,departure:4/29/2026TANYT&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_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:DEN,to:MDW,departure:4/22/2026TANYT&leg2=from:MDW,to:DEN,departure:4/29/2026TANYT&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_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:DEN,to:MDW,departure:4/22/2026TANYT&leg2=from:MDW,to:DEN,departure:4/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](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) ## Cheap Flights from Denver to Chicago (DEN-MDW) Prices were available within the past 7 days and start at $70 for one-way flights and $140 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) Tue, Apr 28 - Wed, Apr 29 DEN Denver MDW Chicago $140 Roundtrip found 9 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/28/2026TANYT&leg2=from:MDW,to:DEN,departure:4/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:139.96&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4Fwo_cmLAzC-y4sDOEVAAFgBagRQQ18xcgdLMjFQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKObMiwMw4s2LAzhFQABYAWoEUENfMXIHSzIxUFhQNAphCi8IxnISBDIyOTIY7LABIOBcKL7RiwMwxdKLAzhFQABYAWoEUENfMXIHSzIxUFhQNAouCMZyEgQzMjkzGOBcIINpKIbTiwMw4dSLAzhFQABYAWoEUENfMXIHSzIxUFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Tue, Apr 28 - Wed, Apr 29 DEN Denver MDW Chicago $150 Roundtrip found 9 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/28/2026TANYT&leg2=from:MDW,to:DEN,departure:4/29/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:149.97&airProductToken=AQpfCi0IxnISBDM2MDAYg2kg4Fwo_cmLAzC-y4sDOEtAAFgBagNFQ09yB0syMVBYUDQKLgjGchIEMjc3ORjgXCDssAEo5syLAzDizYsDOEtAAVgBagNFQ09yB0syMVBYUDQKXwouCMZyEgQyNzgwGOywASDgXCij1YsDMKHWiwM4S0AAWAFqA0VDT3IHSzIxUFhQNAotCMZyEgQzNTk5GOBcIINpKPPXiwMwzdmLAzhLQAFYAWoDRUNPcgdLMjFQWFA0EgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, May 11 - Thu, May 14 DEN Denver MDW Chicago $160 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:5/11/2026TANYT&leg2=from:MDW,to:DEN,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:159.96&airProductToken=AQphCi4IxnISBDE0NTAYg2kg4FwoouGMAzDa4owDOEVAAFgBagRQQ18xcgdLMjFQWFA0Ci8IxnISBDIyOTEY4Fwg7LABKI3ljAMwieaMAzhFQABYAWoEUENfMXIHSzIxUFhQNAphCi8IxnISBDI3ODAY7LABIOBcKI_9jAMwjf6MAzhFQABYAWoEUENfMXIHWjE0UFhQNAouCMZyEgQzNTk5GOBcIINpKMiAjQMwqIKNAzhFQABYAWoEUENfMXIHWjE0UFhQNBIMCAEQARgBKgJGOTIAGAEiBAgBEAEoAigDMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Fri, Apr 24 - Tue, Apr 28 DEN Denver MDW Chicago $165 Roundtrip found 10 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/24/2026TANYT&leg2=from:MDW,to:DEN,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:164.96&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4Fwo_ZyLAzC-nosDOEVAAFgBagRQQ18xcgdaMTRQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKPKfiwMw7qCLAzhFQABYAWoEUENfMXIHWjE0UFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Fri, Apr 24 - Thu, Apr 30 DEN Denver MDW Chicago $166 Roundtrip found 10 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/24/2026TANYT&leg2=from:MDW,to:DEN,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:165.56&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4Fwo_ZyLAzC-nosDOEVAAFgBagRQQ18xcgdaMTRQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKPKfiwMw7qCLAzhFQABYAWoEUENfMXIHWjE0UFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Tue, Apr 28 - Thu, Apr 30 DEN Denver MDW Chicago $170 Roundtrip found 1 hour ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/28/2026TANYT&leg2=from:MDW,to:DEN,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:169.97&airProductToken=AQpfCi0IxnISBDM2MDAYg2kg4Fwo_cmLAzC-y4sDOEtAAFgBagNFQ09yB0sxNFBYUDQKLgjGchIEMjc3ORjgXCDssAEo5syLAzDizYsDOEtAAVgBagNFQ09yB0sxNFBYUDQKYQovCMZyEgQxODg3GOywASCjsQEo5d2LAzCO34sDOEtAAFgBagNFQ09yB0syMVBYUDQKLgjGchIENDQ2MxijsQEgg2kokeGLAzCd4osDOEtAAVgBagNFQ09yB0syMVBYUDQSCggBEAEYASoCRjkYASIECAEQASgCKAMoBDAB) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Apr 25 - Sat, May 2 DEN Denver MDW Chicago $171 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/25/2026TANYT&leg2=from:MDW,to:DEN,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:170.56&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4FwonaiLAzDeqYsDOEVAAFgBagRQQ18xcgdaMTRQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKIariwMwgqyLAzhFQABYAWoEUENfMXIHWjE0UFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Apr 25 - Sat, May 2 DEN Denver MDW Chicago $179 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:4/25/2026TANYT&leg2=from:MDW,to:DEN,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:178.38&airProductToken=AQphCi4IxnISBDM2MDAYg2kg4FwonaiLAzDeqYsDOEVAAFgBagRQQ18xcgdLMjFQWFA0Ci8IxnISBDI3NzkY4Fwg7LABKIariwMwgqyLAzhFQABYAWoEUENfMXIHSzIxUFhQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif) Sat, May 2 - Sat, May 9 DEN Denver MDW Chicago $190 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:5/2/2026TANYT&leg2=from:MDW,to:DEN,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:189.28&airProductToken=AQoxCi8I15wBEgQxODUzGINpIOywASik9osDMLf4iwM4REAAWAFqA1dHQXIHRERBV1IyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 2 - Tue, May 5 DEN Denver MDW Chicago $201 Roundtrip found 9 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:DEN,to:MDW,departure:5/2/2026TANYT&leg2=from:MDW,to:DEN,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:200.18&airProductToken=AQpuCjQIxJgBEgM5NTcYg2kg4FwoiviLAzDD-YsDOEVAAFgBaglNQUlOQkFTSUNyCFhBVlNBNUJDCjYIxJgBEgQxMDc2GOBcIOywASj--YsDMPD6iwM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWU0E1QkMSDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ## 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:DEN,to:ORD,departure:4/22/2026TANYT&leg2=from:ORD,to:DEN,departure:4/29/2026TANYT&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 $160 ](https://www.expedia.com/Flights-Search?leg1=from:DEN,to:ORD,departure:4/22/2026TANYT&leg2=from:ORD,to:DEN,departure:4/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much does a flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.) cost? ### What is the cheapest month to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### Which airlines fly direct from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### What is the cheapest airline that flies from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### How do I find cheap flights from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### What is the best airline to fly with from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### What is the best time to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### How many flights per day from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### What is the earliest flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### What are the most popular departure times for flights from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### How long does it take to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### Can you fly business or first class from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ### How do I earn miles on a Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia? ### What airports do you fly into for Chicago from Denver Intl. (DEN)? ### Is it cheaper to buy a plane ticket from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute? ### Is it cheaper to book a Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package? ### Can I cancel or change the date of my flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.)? ## Travel information | Origin airport | Denver Intl. | | ------------------- | -------------------------------------------- | | Destination airport | Midway Intl. | | Airlines serving | Delta, Frontier Airlines, Southwest Airlines | | Roundtrip price | $140 | | Distance | 893 mi | | Average flight time | 3 hours 40 mins | \*Flight schedules are subject to change. \*Available to One Key members. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [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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