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Cheap flights from Houston to Chicago from $36

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston to Chicago departing on 3/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Houston to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Houston to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Houston to Chicago.

Cheap last minute flights

Planning a quick getaway from Houston to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Houston to Chicago

Find recent round-trip train or bus tickets from Houston to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:24 am - 1:09 pmIAH-ORD
2h 45mnonstop
7:20 am - 10:19 amORD-IAH
2h 59mnonstop
$72Frontier
Find Deal
Tue, Mar 25 - Tue, Apr 1
3:05 pm - 10:40 pmIAH-MDW
7h 35m1 stop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$94Frontier
Find Deal
Sat, Mar 22 - Wed, Mar 26
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
4:27 pm - 7:23 pmORD-IAH
2h 56mnonstop
$96Spirit Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
9:10 pm - 9:27 amIAH-ORD
12h 17m1 stop
4:27 pm - 7:23 pmORD-IAH
2h 56mnonstop
Wed, Jan 15 - Wed, Jan 22
11:19 am - 2:05 pmIAH-ORD
2h 46mnonstop
8:42 pm - 11:29 pmORD-IAH
2h 47mnonstop
Tue, Apr 8 - Mon, May 12
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
4:27 pm - 7:23 pmORD-IAH
2h 56mnonstop
$106Spirit Airlines
Find Deal
Wed, Jan 22 - Thu, Jan 30
5:00 am - 9:28 amIAH-ORD
4h 28m1 stop
1:32 pm - 8:46 pmORD-IAH
7h 14m1 stop
$170American Airlines
Find Deal
Tue, Mar 25 - Tue, Apr 1
6:15 pm - 8:40 pmHOU-MDW
2h 25mnonstop
8:30 am - 11:20 amMDW-HOU
2h 50mnonstop
$178Southwest
Find Deal
Sat, Feb 1 - Sun, Feb 2
5:20 am - 7:40 amHOU-MDW
2h 20mnonstop
10:40 pm - 1:25 amMDW-HOU
2h 45mnonstop
$198Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
6:00 am - 8:42 amIAH-ORD
2h 42mnonstop
8:30 pm - 11:32 pmORD-IAH
3h 02mnonstop
$218American Airlines
Find Deal
Sat, Jan 18 - Mon, Jan 20
10:24 am - 1:09 pmIAH-ORD
2h 45mnonstop
$36Frontier
Find Deal
Tue, Mar 11
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
$36Frontier
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Wed, Mar 12
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
$37Spirit Airlines
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Wed, Jan 22
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
$39Spirit Airlines
Find Deal
Wed, Jan 22
4:30 pm - 7:15 pmIAH-ORD
2h 45mnonstop
$76United Airlines
Find Deal
Wed, Mar 19
4:20 pm - 7:10 pmIAH-ORD
2h 50mnonstop
$79United Airlines
Find Deal
Tue, Feb 11
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$79Southwest
Find Deal
Wed, Feb 12
6:00 am - 10:58 amIAH-ORD
4h 58m1 stop
$85American Airlines
Find Deal
Wed, Mar 26
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$99Southwest
Find Deal
Wed, Jan 22
6:45 pm - 11:59 pmHOU-ORD
5h 14m1 stop
$128American Airlines
Find Deal
Sat, Jan 18
10:08 pm - 12:44 amIAH-ORD
2h 36mnonstop
7:25 am - 11:25 pmORD-IAH
16h 00m1 stop
$185Frontier
Find Deal
Thu, Jan 2 - Thu, Jan 9
10:08 pm - 12:44 amIAH-ORD
2h 36mnonstop
10:34 am - 1:33 pmORD-IAH
2h 59mnonstop
Thu, Jan 2 - Thu, Jan 9
9:56 pm - 12:33 amIAH-ORD
2h 37mnonstop
5:10 am - 8:01 amORD-IAH
2h 51mnonstop
$238Spirit Airlines
Find Deal
Thu, Jan 2 - Sun, Jan 5
9:56 pm - 12:33 amIAH-ORD
2h 37mnonstop
5:10 am - 8:01 amORD-IAH
2h 51mnonstop
$257Spirit Airlines
Find Deal
Wed, Jan 1 - Wed, Jan 8
8:50 am - 11:15 amHOU-MDW
2h 25mnonstop
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
$499Southwest
Find Deal
Thu, Jan 2 - Thu, Jan 9
4:45 pm - 9:50 pmHOU-MDW
5h 05m1 stop
8:40 pm - 11:25 pmMDW-HOU
2h 45mnonstop
$504Southwest
Find Deal
Thu, Jan 2 - Thu, Jan 9
2:52 pm - 10:06 pmIAH-MDW
7h 14m1 stop
9:34 am - 3:03 pmMDW-IAH
5h 29m1 stop
$586Delta
Find Deal
Mon, Dec 30 - Sun, Jan 19
9:33 am - 4:17 pmIAH-MDW
6h 44m1 stop
5:07 pm - 11:59 pmMDW-IAH
6h 52m1 stop
$616Delta
Find Deal
Sun, Dec 29 - Tue, Jan 7
6:00 am - 10:35 amHOU-ORD
4h 35m1 stop
11:56 am - 7:43 pmORD-HOU
7h 47m1 stop
$841American Airlines
Find Deal
Tue, Dec 31 - Tue, Dec 31
6:00 am - 10:35 amHOU-ORD
4h 35m1 stop
1:15 pm - 5:48 pmORD-HOU
4h 33m1 stop
$842American Airlines
Find Deal
Wed, Jan 1 - Thu, Jan 2
10:24 am - 1:09 pmIAH-ORD
2h 45mnonstop
7:20 am - 10:19 amORD-IAH
2h 59mnonstop
$72Frontier
Find Deal
Tue, Mar 25 - Tue, Apr 1
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
4:27 pm - 7:23 pmORD-IAH
2h 56mnonstop
$96Spirit Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
11:24 am - 2:09 pmIAH-ORD
2h 45mnonstop
6:25 am - 9:24 amORD-IAH
2h 59mnonstop
$101Frontier
Find Deal
Tue, Mar 4 - Tue, Mar 11
8:50 pm - 11:34 pmIAH-ORD
2h 44mnonstop
4:27 pm - 7:23 pmORD-IAH
2h 56mnonstop
$106Spirit Airlines
Find Deal
Wed, Jan 22 - Thu, Jan 30
6:25 am - 9:01 amIAH-ORD
2h 36mnonstop
8:25 pm - 11:24 pmORD-IAH
2h 59mnonstop
$151American Airlines
Find Deal
Tue, Mar 25 - Tue, Apr 1
7:22 am - 10:14 amIAH-ORD
2h 52mnonstop
3:59 pm - 7:02 pmORD-IAH
3h 03mnonstop
$157United Airlines
Find Deal
Tue, Feb 11 - Sat, Feb 15
6:15 pm - 8:40 pmHOU-MDW
2h 25mnonstop
8:30 am - 11:20 amMDW-HOU
2h 50mnonstop
$178Southwest
Find Deal
Sat, Feb 1 - Sun, Feb 2
5:20 am - 7:40 amHOU-MDW
2h 20mnonstop
10:40 pm - 1:25 amMDW-HOU
2h 45mnonstop
$198Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
6:00 am - 8:42 amIAH-ORD
2h 42mnonstop
8:30 pm - 11:32 pmORD-IAH
3h 02mnonstop
$218American Airlines
Find Deal
Sat, Jan 18 - Mon, Jan 20
8:35 am - 11:25 amIAH-ORD
2h 50mnonstop
12:45 pm - 3:47 pmORD-IAH
3h 02mnonstop
$307United Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15

Spirit Airlines flights from Houston to Chicago

Our best Spirit Airlines deals on Houston to Chicago flight tickets
Spirit Airlines
Jan 22
IAH8:50 pmHouston George Bush Intcntl
2h 44m
ORD11:34 pmChicago O'Hare Intl
Jan 25
ORD4:27 pmChicago O'Hare Intl
2h 56m
IAH7:23 pmHouston George Bush Intcntl
Spirit Airlines
Jan 22
IAH8:50 pmHouston George Bush Intcntl
2h 44m
ORD11:34 pmChicago O'Hare Intl
Jan 30
ORD4:27 pmChicago O'Hare Intl
2h 56m
IAH7:23 pmHouston George Bush Intcntl
Spirit Airlines
Jan 30
IAH2:28 pmHouston George Bush Intcntl
2h 43m
ORD5:11 pmChicago O'Hare Intl
Feb 4
ORD8:34 amChicago O'Hare Intl
2h 57m
IAH11:31 amHouston George Bush Intcntl

Frontier flights from Houston to Chicago

Our best Frontier deals on Houston to Chicago flight tickets
Frontier
Mar 25
IAH10:24 amHouston George Bush Intcntl
2h 45m
ORD1:09 pmChicago O'Hare Intl
Apr 1
ORD7:20 amChicago O'Hare Intl
2h 59m
IAH10:19 amHouston George Bush Intcntl
Frontier
Mar 22
IAH3:05 pmHouston George Bush Intcntl
7h 35m
1 stop
MDW10:40 pmChicago Midway
Mar 26
MDW9:25 amChicago Midway
2h 50m
IAH12:15 pmHouston George Bush Intcntl
Frontier
Mar 25
IAH10:24 amHouston George Bush Intcntl
2h 45m
ORD1:09 pmChicago O'Hare Intl
Apr 1
ORD9:30 amChicago O'Hare Intl
8h 51m
1 stop
IAH6:21 pmHouston George Bush Intcntl

See travel insights to Chicago from

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 typical price of a round-trip flight between Houston and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Houston, with most prices found around $147. If you’re not able to fly to Chicago in September, then April is your next best option. Flight prices from Houston to Chicago during April average around $158.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $169. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Houston to Chicago for around $225.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Houston to Chicago during this time can be as low as $154. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $211.

What is the cheapest Houston to Chicago flight route?

Fly from Houston George Bush Intcntl to Chicago O'Hare Intl for the best Houston - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Houston is 35 days out, which is when prices tend to be around $211. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $92.

What cabin class options are available on Houston to Chicago flights?

There are 4 cabin classes available to choose from on Houston to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Houston to Chicago flights?

You could potentially save up to 38% on your flight if you consider stops on a Houston to Chicago flight.

Cheap Houston to Chicago flight deals and tips

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

Best Price Found

$36

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Houston in the past 72 hours is $36. The best round-trip flight deal from Houston to Chicago found on momondo in the last 72 hours is $72.
The fastest flight from Houston to Chicago takes 2h 20m
Direct flights go from Houston to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Houston to Chicago by plane?

    A flight from Houston to Chicago will travel around 941.3 mi. 2h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Houston to Chicago?

    Prices for flights from Houston to Chicago refresh daily.

  • How many operators does momondo search for flights from Houston to Chicago?

  • How old do you have to be to fly from Houston to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.


Best airlines flying from Houston to Chicago

Compare and see reviews for airlines that fly from Houston to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $45Free CancellationRating
6.0
3,459 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $62Free CancellationRating
6.3
8,104 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $138Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
American AirlinesPriceFrom $144Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $190Free CancellationRating
8.1
4,731 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,556 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Houston to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Houston to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Houston to Chicago with flexible booking policies on momondo?

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

How can momondo help me find flights from Houston to Chicago?

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.

I’m not ready to book a flight from Houston to Chicago right now. Can momondo alert me if prices change?

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago