$109 Cheap Delta flights Houston (IAH) to Chicago (MDW)

View $109 flight on Mon, Aug 18, 2025Opens in a new window

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$109 Cheap Delta flights Houston (IAH) to Chicago (MDW)

Prices were available within the past 7 days and start at $109 for one-way flights and $217 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Aug 26 - Sat, Aug 30
IAH
Houston
MDW
Chicago
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Delta flight, departing Tue, Aug 26 from Houston to Chicago, returning Sat, Aug 30, priced at $217 just found
Delta
Wed, Jul 23 - Fri, Jul 25
IAH
Houston
MDW
Chicago
$222 Roundtrip, found 1 hour ago
$222
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Jul 23 from Houston to Chicago, returning Fri, Jul 25, priced at $222 found 1 hour ago
Delta
Wed, Jul 16 - Mon, Jul 28
IAH
Houston
MDW
Chicago
$230 Roundtrip, found 12 hours ago
$230
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Jul 16 from Houston to Chicago, returning Mon, Jul 28, priced at $230 found 12 hours ago
Delta
Tue, Jul 15 - Mon, Jul 21
IAH
Houston
MDW
Chicago
$240 Roundtrip, found 2 hours ago
$240
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 15 from Houston to Chicago, returning Mon, Jul 21, priced at $240 found 2 hours ago
Delta
Wed, Jul 16 - Mon, Jul 21
IAH
Houston
MDW
Chicago
$241 Roundtrip, found 2 hours ago
$241
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Jul 16 from Houston to Chicago, returning Mon, Jul 21, priced at $241 found 2 hours ago
Delta
Fri, Jul 4 - Fri, Jul 11
IAH
Houston
MDW
Chicago
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 4 from Houston to Chicago, returning Fri, Jul 11, priced at $250 found 1 day ago
Flights from Houston (IAH) to Chicago (MDW)
Origin airport
George Bush Intercontinental
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines
Popular airline
Frontier Airlines
Distance
918 mi

Frequently asked questions

How much is a Delta Air Lines flight from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW)?
You can find affordable round-trip Delta Air Lines flights from $217 from IAH to MDW by organizing your results from "Price (lowest to highest)" on Expedia. Or look for options from $109 for a one-way journey.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from IAH to MDW with Delta Air Lines?
January is one of the most affordable months to get away to Chicago with Delta Air Lines. You could also find great prices on one-way and return fares in February.
What is the cheapest time to book flights from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW) with Delta Air Lines?
For cheap Delta Air Lines fares from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also impact how much you pay. Sunday is typically the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your trip on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Delta Air Lines fly nonstop from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW)?
Simply enter your dates, press search and use the "Nonstop" filter on Expedia to find any direct flights from IAH to MDW with Delta Air Lines or other carriers.
What is the earliest Delta Air Lines flight from IAH to MDW?
To find the earliest departure from IAH to MDW with Delta Air Lines, filter your search by "Morning" and "Early Morning." Choosing an early flight generally means you'll experience fewer cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Delta Air Lines fly into in Chicago?
Delta Air Lines flights from George Bush Intercontinental Airport (IAH) to Chicago come in to land at Midway Intl. Airport (MDW). This is the main gateway to this destination.
Why fly with Delta Air Lines from IAH to MDW?
With a rewarding loyalty program and an excellent in-flight experience, Delta Air Lines is a favorite for many passengers heading from IAH to MDW. Also, if you're a Delta SkyMiles and One Key™ member booking with Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can be used on future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
Can I change or cancel my Delta Air Lines flight from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW)?
It's generally possible to cancel or modify your flight, although there may be a charge if you made your booking over 24 hours ago. Need to keep your options open? Make use of Expedia's "Changes included" or "No cancel fee" filter to find flights that won't charge you extra if you need to adjust your plans. To modify your itinerary, go to "Trips," select your flight and click on "Manage Booking" for further information.

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