Cheap Flight Tickets from Houston (IAH) to Chicago (MDW), Starting at $197

Good to Know: Cheapest and Fastest IAH - MDW Flights

Useful information for finding best airline tickets from George Bush Intercontinental Houston to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$442

DL Delta Airlines • 1 stop • 7h 36m

Sep 11 – Sep 18

The cheapest round trip flight from Houston to Chicago (IAH-MDW-IAH) is currently $442

🔍 Search Flights

Cheapest Direct Flight

$225

UA United Airlines • nonstop • 4h 12m

Sep 18

The cheapest nonstop flight from Houston to Chicago (IAH-MDW) is currently $225

🔍 Search Flights

Fastest Flight

4h 12m

The fastest nonstop flight from Houston to Chicago (IAH-MDW) takes 4h 12m

Top Airlines Flying from Houston to Chicago

Delta Airline, DL

Delta Airlines

Southwest Airlines-WN

Southwest Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Aeromexico Airline (AM)

Aeromexico

Latest Flight Deals from Houston (IAH) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Houston to Chicago. Ideal for travelers with confirmed return itineraries.

Sep 11 - Sep 18, Economy
DL
Houston → Chicago
7h 36m
5:40 AM - 10:36 AM • 1 stop
DL
Houston → Chicago
11h 57m
6:05 AM - 1:22 PM • 1 stop
$442
Delta Airlines
Sep 11 - Sep 18, Economy
DL
Houston → Chicago
7h 31m
11:26 AM - 4:17 PM • 1 stop
DL
Houston → Chicago
7h 35m
9:29 AM - 2:24 PM • 1 stop
$442
Delta Airlines
Sep 11 - Sep 18, Economy
DL
Houston → Chicago
11h 50m
6:10 AM - 1:20 PM • 1 stop
DL
Houston → Chicago
11h 42m
1:00 PM - 8:02 PM • 1 stop
$442
Delta Airlines
Sep 11 - Sep 18, Economy
DL
Houston → Chicago
9h
9:44 AM - 3:24 PM • 1 stop
DL
Houston → Chicago
11h 57m
6:05 AM - 1:22 PM • 1 stop
$442
Delta Airlines
Sep 11 - Sep 18, Economy
DL
Houston → Chicago
9h 5m
4:59 PM - 10:44 PM • 1 stop
DL
Houston → Chicago
8h 26m
10:48 AM - 3:54 PM • 1 stop
$442
Delta Airlines
Sep 11 - Sep 18, Economy
DL
Houston → Chicago
15h 44m
5:40 AM - 3:24 PM • 1 stop
DL
Houston → Chicago
8h 26m
10:48 AM - 3:54 PM • 1 stop
$629
Delta Airlines

Fly from Houston to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Houston to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Houston to Chicago Flights

What are the airports in Houston?
IAH
What’s the most popular airline flying from IAH to MDW?
The most popular airline flying from Houston to Chicago are
Can I fly from IAH to MDW non-stop?
Yes, you can fly IAH to MDW non-stop on
Which airlines fly nonstop between Houston and Chicago?
The non-stop flights between Houston and Chicago are .
What’s the earliest departure time from IAH to MDW Airport?
The earliest flight leaves IAH at 5:40 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Houston to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from IAH to MDW?
Read the fare rules of the Houston to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Houston and Chicago?
operate flights between Houston and Chicago
How long does a flight from Houston to Chicago take?
It takes approximately 2 hour to fly non-stop from IAH to MDW, which is 917.4 miles by air.
Which airlines provide the cheapest flights from Houston (IAH) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from IAH were found on DL : USD 442
Do I need a passport to fly between IAH and MDW?
No
What’s the latest departure time from IAH to MDW ?
The last flight leaves IAH at 8:35 pm

Houston (IAH) to Chicago (MDW): Airport Information

Origin Airport George Bush Intercontinental Houston , Houston, US
Destination Airport Chicago Midway International , Chicago, US
Distance 917 miles

More Flight Options for Houston (IAH) and Chicago (MDW)

Why Fareleaders for IAH to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Houston to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on IAH to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Houston to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Houston (IAH) to Chicago (MDW)
Terms and Conditions*