Cheap flights from Houston to Chicago from $65

Round-trip
1 adult
Economy
From?
To?
Mon 5/30
Mon 6/6

Deals available from 900+ travel sites.

Flight information for Houston to Chicago

Find info about flight duration, direct flights, and airports for your flight from Houston to Chicago

Best Price Found

$65

Fastest flight time

2h 25m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Houston in the past 72 hours is $65. The best round-trip flight deal from Houston to Chicago found on momondo in the last 72 hours is $130.
The fastest flight from Houston to Chicago takes 2h 25m
Direct flights go from Houston to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Houston to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Houston to Chicago?

August

The cheapest time of year to fly to Chicago from Houston is August. Most expensive is December

What is the cheapest day to depart Houston for Chicago?

Tuesday

The cheapest day of the week is typically Tuesday. The most expensive is typically Friday

When is the cheapest time to fly from Houston to Chicago?

in the evening

Houston to Chicago flights are approximately 33% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from Houston?

Juneyao Airlines

American Airlines, Delta, and Juneyao Airlines are the most popular carriers operating from Houston to Chicago

What is the cheapest Houston to Chicago flight route?

Houston Hobby - Chicago O'Hare Intl

Fly from Houston Hobby to Chicago O'Hare Intl for the best Houston - Chicago flight prices

How far in advance should you book Houston to Chicago flights?

60 days before

The cheapest time to buy a flight from Houston to Chicago is approximately 60 days to departure

Houston Hobby Airport (HOU) to Chicago O'Hare Intl Airport (ORD)$130
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Houston George Bush Intcntl Airport (IAH) to Chicago O'Hare Intl Airport (ORD)$130
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Houston Hobby Airport (HOU) to Chicago Midway Airport (MDW)$236
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Houston George Bush Intcntl Airport (IAH) to Chicago Midway Airport (MDW)$236
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Houston George Bush Intcntl Airport (IAH) to Chicago Greater Rockford Airport (RFD)$334
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Houston Hobby Airport (HOU) to Chicago Greater Rockford Airport (RFD)$334
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When you’re planning your trip from Houston to Chicago, the most popular airport-to-airport route is Houston George Bush Intcntl Airport to Chicago O'Hare Intl Airport. You may be looking for an airport near Houston George Bush Intcntl Airport to depart from when traveling to Chicago and luckily, there are options! You can try Houston Hobby Airport which is located in Houston, Houston George Bush Intcntl Airport which is located in Houston, or College Station Easterwood Field Airport which is located in College Station. When traveling from Houston, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago O'Hare Intl Airport (in Chicago), Chicago Midway Airport (in Chicago), or Chicago Greater Rockford Airport (in Chicago). In May, $130 is typically the cheapest round trip price you’ll find from Houston to Chicago which you can find when you fly HOU — ORD.


Easily compare round-trip flights from Houston to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Houston to Chicago by changing tabs
Spirit Airlines
Aug 17
IAH3:00 amHouston George Bush Intcntl
2h 43m
ORD5:43 amChicago O'Hare Intl
Aug 23
ORD1:30 amChicago O'Hare Intl
2h 45m
IAH4:15 amHouston George Bush Intcntl
Multiple Airlines
Aug 31
IAH3:00 amHouston George Bush Intcntl
2h 43m
ORD5:43 amChicago O'Hare Intl
Sep 7
ORD1:25 amChicago O'Hare Intl
5h 17m
1 stop
IAH6:42 amHouston George Bush Intcntl
Allegiant Air
Aug 12
HOU4:05 amHouston Hobby
5h 51m
1 stop
MDW9:56 amChicago Midway
Aug 15
MDW3:13 amChicago Midway
5h 30m
1 stop
HOU8:43 amHouston Hobby
Delta
Oct 18
HOU9:40 amHouston Hobby
5h 13m
1 stop
ORD2:53 pmChicago O'Hare Intl
Oct 24
ORD3:10 amChicago O'Hare Intl
5h 23m
1 stop
HOU8:33 amHouston Hobby
Spirit Airlines
Aug 17
IAH4:55 pmHouston George Bush Intcntl
2h 45m
ORD7:40 pmChicago O'Hare Intl
Aug 23
ORD6:45 amChicago O'Hare Intl
2h 48m
IAH9:33 amHouston George Bush Intcntl
Spirit Airlines
Sep 17
IAH4:26 pmHouston George Bush Intcntl
2h 52m
ORD7:18 pmChicago O'Hare Intl
Sep 21
ORD2:00 amChicago O'Hare Intl
2h 46m
IAH4:46 amHouston George Bush Intcntl

Find the cheapest one-way flights from Houston to Chicago

If you're looking for one-way flights from Houston to Chicago, view some of our deals below provided by Delta, Spirit Airlines and United Airlines
Spirit Airlines
Aug 24
IAH4:55 pmHouston George Bush Intcntl
2h 45m
ORD7:40 pmChicago O'Hare Intl
United Airlines
Jul 6
IAH1:00 amHouston George Bush Intcntl
2h 49m
ORD3:49 amChicago O'Hare Intl
Delta
Oct 12
IAH2:00 amHouston George Bush Intcntl
5h 46m
1 stop
MDW7:46 amChicago Midway

Search last-minute flights to Chicago from Houston

Find and compare round-trip flight prices for your last-minute flight from Houston to Chicago
Spirit Airlines
Jun 4
IAH4:59 pmHouston George Bush Intcntl
2h 38m
ORD7:37 pmChicago O'Hare Intl
Jun 8
ORD1:30 amChicago O'Hare Intl
2h 50m
IAH4:20 amHouston George Bush Intcntl
Multiple Airlines
Jun 4
IAH4:15 pmHouston George Bush Intcntl
2h 41m
ORD6:56 pmChicago O'Hare Intl
Jun 7
ORD1:30 amChicago O'Hare Intl
2h 50m
IAH4:20 amHouston George Bush Intcntl
Spirit Airlines
Jun 4
IAH4:59 pmHouston George Bush Intcntl
2h 38m
ORD7:37 pmChicago O'Hare Intl
Jun 7
ORD1:30 amChicago O'Hare Intl
2h 50m
IAH4:20 amHouston George Bush Intcntl
American Airlines
Jun 4
HOU2:29 pmHouston Hobby
4h 36m
1 stop
ORD7:05 pmChicago O'Hare Intl
Jun 6
ORD1:00 amChicago O'Hare Intl
6h 53m
1 stop
HOU7:53 amHouston Hobby
Frontier
May 30
IAH6:36 pmHouston George Bush Intcntl
19h 13m
1 stop
MDW1:49 pmChicago Midway
Jun 4
MDW4:14 amChicago Midway
10h 27m
1 stop
IAH2:41 pmHouston George Bush Intcntl
Spirit Airlines
Jun 4
IAH4:59 pmHouston George Bush Intcntl
2h 38m
ORD7:37 pmChicago O'Hare Intl
Aug 3
ORD1:30 amChicago O'Hare Intl
2h 50m
IAH4:20 amHouston George Bush Intcntl

Best airlines flying from Houston to Chicago

Compare and see reviews for airlines that fly from Houston to Chicago with momondo
AirlineRatingFree CancellationPrice
Juneyao AirlinesPriceFrom $16Free CancellationRating
0.0
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Spirit AirlinesPriceFrom $42Free CancellationRating
6.2
6.4

Boarding

5.8

Comfort

6.9

Crew

4.8

Entertainment

5.1

Food

Reviews

I liked that you put our family together even though we did not choose our seats, that the inside of the plane seemed new or updated, we were not fussed about the sizes of our bags that were the free size.

1 / 10
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American AirlinesPriceFrom $78Free CancellationRating
7.3
7.7

Boarding

7.2

Comfort

8.1

Crew

7.0

Entertainment

6.5

Food

Reviews

Flight got canceled due to weather. Stranded in DFW with my elderly father. Will flight again with AA out of necessity but they offer a terrible service.

1 / 10
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United AirlinesPriceFrom $78Free CancellationRating
7.4
7.6

Boarding

7.2

Comfort

8.0

Crew

6.9

Entertainment

6.7

Food

Reviews

I like everything

1 / 10
Search United Airlines flights
DeltaPriceFrom $174Free CancellationRating
7.9
7.9

Boarding

8.0

Comfort

8.3

Crew

7.7

Entertainment

7.3

Food

Reviews

This is another disease as if you have the Internet, you are ordinary deceivers!

1 / 10
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Spirit Airlines flights from Houston to Chicago

Our best Spirit Airlines deals on Houston to Chicago flight tickets
Spirit Airlines
Aug 17
IAH3:00 amHouston George Bush Intcntl
2h 43m
ORD5:43 amChicago O'Hare Intl
Aug 23
ORD1:30 amChicago O'Hare Intl
2h 45m
IAH4:15 amHouston George Bush Intcntl
Spirit Airlines
Aug 17
IAH4:55 pmHouston George Bush Intcntl
2h 45m
ORD7:40 pmChicago O'Hare Intl
Aug 23
ORD6:45 amChicago O'Hare Intl
2h 48m
IAH9:33 amHouston George Bush Intcntl
Spirit Airlines
Sep 17
IAH4:26 pmHouston George Bush Intcntl
2h 52m
ORD7:18 pmChicago O'Hare Intl
Sep 21
ORD2:00 amChicago O'Hare Intl
2h 46m
IAH4:46 amHouston George Bush Intcntl

American Airlines flights from Houston to Chicago

Our best American Airlines deals on Houston to Chicago flight tickets
American Airlines
Aug 17
HOU8:24 amHouston Hobby
5h 26m
1 stop
ORD1:50 pmChicago O'Hare Intl
Aug 23
ORD1:00 amChicago O'Hare Intl
4h 51m
1 stop
HOU5:51 amHouston Hobby
American Airlines
Nov 2
HOU2:27 amHouston Hobby
4h 32m
1 stop
ORD6:59 amChicago O'Hare Intl
Nov 6
ORD3:30 amChicago O'Hare Intl
5h 06m
1 stop
HOU8:36 amHouston Hobby
American Airlines
Aug 27
HOU2:29 pmHouston Hobby
4h 49m
1 stop
ORD7:18 pmChicago O'Hare Intl
Sep 3
ORD3:10 amChicago O'Hare Intl
6h 39m
1 stop
HOU9:49 amHouston Hobby

  • Are airlines flying from Houston to Chicago offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Houston to Chicago are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: United Airlines, Spirit Airlines, and American Airlines.

  • How far is Houston to Chicago by plane?

    A flight from Houston to Chicago will travel around 941.3 mi. 2h 43m is a normal flight duration for this route.



Alternative routes for Houston to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Dallas to Chicago Flights
Fastest flight time2h 25m
Cheapest price$143
Austin to Chicago Flights
Fastest flight time2h 40m
Cheapest price$236
Dallas to St. Louis Flights
Fastest flight time1h 42m
Cheapest price$229
Houston to St. Louis Flights
Fastest flight time2h 01m
Cheapest price$253
San Antonio to Chicago Flights
Fastest flight time2h 42m
Cheapest price$282
El Paso to Chicago Flights
Fastest flight time3h 07m
Cheapest price$266
Austin to St. Louis Flights
Fastest flight time2h 04m
Cheapest price$179
San Antonio to St. Louis Flights
Fastest flight time3h 36m
Cheapest price$158

Similar Houston to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your Houston to Chicago route

Why use momondo?

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All flight searches from Houston to Chicago on momondo can be filtered to show those which offer flexible booking policies.

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Houston.

Price alerts on flights to Chicago from Houston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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