Cheap Flight Tickets from Houston (IAH) to Chicago (MDW), Starting at $206

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

$206

F9 Frontier Airlines • 1 stop • 18h 56m

Oct 16 – Oct 18

The cheapest round trip flight from Houston to Chicago (IAH-MDW-IAH) is currently $206

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Fastest Flight

7h 34m

The fastest nonstop flight from Houston to Chicago (IAH-MDW) takes 7h 34m

Top Airlines Flying from Houston to Chicago

Delta Airline, DL

Delta Airlines

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.

Oct 16 - Oct 18, Economy
F9
Houston → Chicago
18h 56m
12:07 PM - 11:43 PM • 1 stop
F9
Houston → Chicago
4h 19m
7:40 AM - 10:39 AM • nonstop
$206
Frontier Airlines
Oct 05 - Oct 08, Economy
F9
Houston → Chicago
9h 3m
12:08 PM - 5:51 PM • 1 stop
F9
Houston → Chicago
4h 19m
7:40 AM - 10:39 AM • nonstop
$279
Frontier Airlines
Oct 16 - Oct 18, Economy
DL
Houston → Chicago
7h 34m
7:00 AM - 11:54 AM • 1 stop
DL
Houston → Chicago
7h 33m
12:49 PM - 5:42 PM • 1 stop
$665
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?
NO
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 7:00 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 F9 : USD 279
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 12:08 pm

Essential Information for Booking Flights from Houston (IAH) - AI Insights

What's the cheapest airline from iah to mdw?
Frontier Airlines offers budget-friendly flights from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW) with a one-stop layover. You can find low fares on their website for a single leg trip. Please check their website for the latest airfare information and book in advance to secure the best savings.
What's the popular airline to fly from iah to mdw?
Delta Airlines offers flights from George Bush Intercontinental Houston (iah) to Chicago Midway International (mdw) with one stop. You can book a low-fare economy ticket on their website for your one-way trip. Please check their website for the latest airfares and book in advance to get the best savings.
What's the cheapest day of the week to fly from iah to mdw?
The cheapest day to fly from Houston's George Bush Intercontinental Airport (iah) to Chicago Midway International Airport (mdw) is Tuesday. Flying on Tuesdays can result in budget-friendly flights. You can find low fares on this day by booking in advance, ideally 60 days prior to your trip.
What's the cheapest month to fly from iah to mdw?
The cheapest month to fly from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW) is December, as it tends to have lower airfares compared to other winter months. You can expect to find budget-friendly flights during this period. Low fares are available for this route, making it an ideal time to book your airfare.
Which airline/airlines fly from iah to mdw?
The airlines that fly from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW) include Volaris Airline, American Airlines, WestJet Airlines, Frontier Airlines, Delta Airlines, United Airlines, Aeromexico, Viva Aerobus, JetBlue Airways, and Southwest Airlines. You can find the most up-to-date flight information and book your ticket on a reliable airline's website. Low fares and budget-friendly flights are available for your one-way trip.
What are the available flights from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW)?
You can find available flights from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW) on our website, with options from airlines such as Frontier Airlines (F9), Delta Airlines (DL), and more.
How can I book a flight from Milwaukee to Chicago Midway International (MDW) with the best airfare options?
To book a flight from Milwaukee to Chicago Midway International (MDW) with the best airfare options, simply search for flights on our website, filter by cabin type, and choose the airline that suits your needs, such as Frontier Airlines (F9) or Delta Airlines (DL).
What is the process for looking for the cheapest airline tickets on your website?
To find the cheapest airline tickets on our website, simply search for flights, use our airfare comparison tool, and filter by your preferred airline, such as Frontier Airlines (F9) or Delta Airlines (DL).
How many advance booking days do I need to book a one-way trip from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW)?
For a one-way trip from George Bush Intercontinental Houston (IAH) to Chicago Midway International (MDW), we recommend booking at least 60 advance booking days in advance to secure the best airfare options.
Can I find the latest airfare deals and discounts on your website for flights to Milwaukee?
Yes, you can find the latest airfare deals and discounts on our website for flights to Milwaukee, including offers from airlines such as Frontier Airlines (F9) and Delta Airlines (DL).
How do I search for flights on your website and filter by cabin type?
To search for flights on our website and filter by cabin type, simply enter your travel dates, destination, and preferred cabin type, and our airfare comparison tool will show you the best options, including flights from Frontier Airlines (F9) and Delta Airlines (DL).
Can I book my flight and pay online on your website?
Yes, you can book your flight and pay online on our website, with options from airlines such as Frontier Airlines (F9), Delta Airlines (DL), and more.

Hotels in Chicago (MDW)

5 hotels near Chicago Midway International — compare rates from top booking sites.

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4.0-star hotel 4-star hotel

Doubletree By Hilton Hotel Chicago Alsip

📍 5000 West 127th Street, Alsip, Illinois 60803

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4.0-star hotel 4-star hotel

Hyatt Regency McCormick Place

📍 2233 S Martin Luther King Dr, Chicago, Illinois 60616

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4.0-star hotel 4-star hotel

MileNorth Hotel

📍 166 E Superior Street, Chicago, Illinois 60611

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4.0-star hotel 4-star hotel

Sheraton Grand Chicago

📍 301 E North Water St, Chicago, Illinois 60611

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4.0-star hotel 4-star hotel

The Westin Michigan Avenue Chicago

📍 909 North Michigan Ave, Chicago, Illinois 60611

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Hotel Deals in Chicago (IL)
Baymont by Wyndham Glenview
Wyndham Hotels & Resorts

Baymont by Wyndham Glenview

8.1/10
★★★☆☆ Hotel 95.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1625 Milwaukee Ave, Chicago (IL), Illinois

At Baymont by Wyndham Glenview, exceptional service and top-notch amenities create a memorable experience for guests.Complimentary internet access is available in the hotel to ensure you stay connect…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$69/night
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Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Red Roof Inn

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

6.6/10
★★☆☆☆ Hotel 132.0 rooms
✓ Free WiFi

📍 22 West Algonquin Road, Chicago (IL)

Experience an abundance of unparalleled facilities and features at Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts. Maintain seamless communication using the complimentary Wi-Fi at hotel.For visit…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$71/night
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Radisson Hotel Schaumburg
Choice Hotels

Radisson Hotel Schaumburg

7.0/10
★★★☆☆ Hotel 127.0 rooms
✓ Free WiFi ✓ Breakfast

📍 1550 N. Roselle Rd, Chicago (IL), Illinois

Radisson Hotel Schaumburg provides flawless service and all the necessary facilities for visitors. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. W…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$91/night
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WoodSpring Suites Chicago Midway
No chain

WoodSpring Suites Chicago Midway

7.4/10
★★★☆☆ Hotel
✓ Free WiFi

📍 5001 W 79th Street, Chicago (IL)

Check-in 03:00 PM  ·  Check-out 12:00 PM

$100/night
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La Quinta by Wyndham Chicago O'Hare Airport
Wyndham Hotels & Resorts

La Quinta by Wyndham Chicago O'Hare Airport

8.3/10
★★★☆☆ Hotel 123.0 rooms
✓ Breakfast

📍 6860 Mannheim Rd, Chicago (IL), Illinois

La Quinta by Wyndham Chicago O'Hare Airport offers top-notch services and amenities, ensuring guests experience utmost comfort.Visitors can take advantage of the accessible parking options directly a…

Check-in 03:00 PM  ·  Check-out 11:00 AM

$128/night
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Quality Inn O'Hare Airport
Choice Hotels

Quality Inn O'Hare Airport

7.6/10
★★★☆☆ Hotel 144.0 rooms
✓ Free WiFi ✓ Breakfast

📍 3801 North Mannheim Road, Chicago (IL), Illinois

Quality Inn O'Hare Airport provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. T…

Check-in 02:00 PM  ·  Check-out 11:30 AM

$129/night
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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
InterContinental Hotels Group

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.3/10
★★★★☆ Hotel 503.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5440 North River Road, Chicago (IL), Illinois

Experience an abundance of unparalleled facilities and features at Crowne Plaza Chicago O'Hare Hotel & Conference Center By IHG.Share your photos and respond to emails at your convenience, thanks to …

Check-in 03:00 PM  ·  Check-out 12:00 PM

$159/night
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Hyatt Regency Schaumburg Chicago
Hyatt Hotels

Hyatt Regency Schaumburg Chicago

8.1/10
★★★★☆ Hotel

📍 1800 E Golf Rd, Chicago (IL)

Great care is taken to ensure guests experience comfort through top-notch services and amenities.Discovering Chicago (IL) becomes even more accessible, thanks to the car hire amenities provided at th…

Check-in 04:00 PM  ·  Check-out 11:00 AM

$161/night
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Holiday Inn O'Hare Area By IHG
InterContinental Hotels Group

Holiday Inn O'Hare Area By IHG

7.9/10
★★★☆☆ Hotel 245.0 rooms
✓ Free WiFi ✓ Breakfast

📍 5615 North Cumberland Avenue, Chicago (IL), Illinois

Holiday Inn O'Hare Area By IHG offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-F…

Check-in 03:00 PM  ·  Check-out 12:00 PM

$199/night
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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

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