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Cheap flights from Houston to Chicago from $56

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 6/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:58 pm - 12:48 am
IAH
-
ORD
2h 50mnonstop
Frontier Logo
5:29 pm - 8:52 pm
ORD
-
IAH
3h 23mnonstop
$113Frontier
Tue, Jun 23 - Fri, Jun 26
Frontier Logo
8:12 pm - 11:01 pm
IAH
-
ORD
2h 49mnonstop
Frontier Logo
5:29 pm - 8:52 pm
ORD
-
IAH
3h 23mnonstop
$116Frontier
Mon, Jun 8 - Tue, Jun 9
Frontier Logo
6:42 pm - 9:34 pm
IAH
-
ORD
2h 52mnonstop
Frontier Logo
2:46 pm - 5:47 pm
ORD
-
IAH
3h 01mnonstop
$121Frontier
Sun, Sep 13 - Wed, Sep 16
Frontier Logo
9:58 pm - 12:48 am
IAH
-
ORD
2h 50mnonstop
Frontier Logo
5:46 pm - 9:03 pm
ORD
-
IAH
3h 17mnonstop
$123Frontier
Wed, Jul 1 - Mon, Jul 6
Southwest Logo
6:00 am - 12:50 pm
HOU
-
ORD
6h 50m
2 stops
Southwest Logo
11:55 am - 5:50 pm
ORD
-
HOU
5h 55m
1 stop
$194Southwest
Tue, May 26 - Wed, May 27
Delta Logo
5:14 pm - 11:53 pm
HOU
-
ORD
6h 39m
1 stop
Delta Logo
3:31 pm - 10:46 pm
ORD
-
HOU
7h 15m
1 stop
$197Delta
Wed, Jul 29 - Wed, Aug 5
Southwest Logo
6:00 am - 12:50 pm
HOU
-
ORD
6h 50m
2 stops
Southwest Logo
10:30 am - 8:20 pm
ORD
-
HOU
9h 50m
2 stops
$199Southwest
Tue, May 26 - Wed, May 27
Southwest Logo
1:40 pm - 11:55 pm
HOU
-
ORD
10h 15m
1 stop
Southwest Logo
1:35 pm - 10:45 pm
ORD
-
HOU
9h 10m
1 stop
$204Southwest
Mon, Jun 1 - Wed, Jun 3
Delta Logo
5:14 pm - 11:53 pm
HOU
-
ORD
6h 39m
1 stop
Delta Logo
3:31 pm - 10:46 pm
ORD
-
HOU
7h 15m
1 stop
$207Delta
Wed, Jul 29 - Wed, Aug 5
Delta Logo
1:06 pm - 8:26 pm
HOU
-
ORD
7h 20m
1 stop
Delta Logo
3:00 pm - 10:26 pm
ORD
-
HOU
7h 26m
1 stop
$208Delta
Wed, Jun 3 - Sat, Jun 6

Delta flights from Houston to Chicago O'Hare Intl Airport

Our best Delta deals on Houston to Chicago O'Hare Intl Airport flight tickets
Delta
Jul 29
HOU5:14 pmHouston Hobby
6h 39m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 5
ORD3:31 pmChicago O'Hare Intl
7h 15m
1 stop
HOU10:46 pmHouston Hobby
$197
Delta
Jul 29
HOU5:14 pmHouston Hobby
6h 39m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 5
ORD3:31 pmChicago O'Hare Intl
7h 15m
1 stop
HOU10:46 pmHouston Hobby
$207
Delta
Jun 3
HOU1:06 pmHouston Hobby
7h 20m
1 stop
ORD8:26 pmChicago O'Hare Intl
Jun 6
ORD3:00 pmChicago O'Hare Intl
7h 26m
1 stop
HOU10:26 pmHouston Hobby
$208

United Airlines flights from Houston to Chicago O'Hare Intl Airport

Our best United Airlines deals on Houston to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jul 29
IAH10:08 pmHouston George Bush Intcntl
2h 37m
ORD12:45 amChicago O'Hare Intl
Aug 5
ORD9:40 pmChicago O'Hare Intl
2h 54m
IAH12:34 amHouston George Bush Intcntl
$169
United Airlines
May 23
IAH5:20 pmHouston George Bush Intcntl
2h 56m
ORD8:16 pmChicago O'Hare Intl
May 26
ORD9:36 pmChicago O'Hare Intl
2h 54m
IAH12:30 amHouston George Bush Intcntl
$255

momondo Fare Finder

 
Customize your flight search to find flights from Houston to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Houston to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 6/23

9:58 pm-12:48 am

Nonstop2h 50m

Chicago O'Hare Intl

Fri 6/26

5:29 pm-8:52 pm

Nonstop3h 23m

$113

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 6/8

8:12 pm-11:01 pm

Nonstop2h 49m

Chicago O'Hare Intl

Tue 6/9

5:29 pm-8:52 pm

Nonstop3h 23m

$116
Quickest round-trip

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sun 9/13

6:42 pm-9:34 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 9/16

2:46 pm-5:47 pm

Nonstop3h 01m

$121

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 7/1

9:58 pm-12:48 am

Nonstop2h 50m

Chicago O'Hare Intl

Mon 7/6

5:46 pm-9:03 pm

Nonstop3h 17m

$123

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 5/26

6:00 am-12:50 pm

2 stops6h 50m

Chicago O'Hare Intl

Wed 5/27

11:55 am-5:50 pm

1 stop5h 55m

$194

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 7/29

5:14 pm-11:53 pm

1 stop6h 39m

Chicago O'Hare Intl

Wed 8/5

3:31 pm-10:46 pm

1 stop7h 15m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 5/26

6:00 am-12:50 pm

2 stops6h 50m

Chicago O'Hare Intl

Wed 5/27

10:30 am-8:20 pm

2 stops9h 50m

$199

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 6/1

1:40 pm-11:55 pm

1 stop10h 15m

Chicago O'Hare Intl

Wed 6/3

1:35 pm-10:45 pm

1 stop9h 10m

$204

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 7/29

5:14 pm-11:53 pm

1 stop6h 39m

Chicago O'Hare Intl

Wed 8/5

3:31 pm-10:46 pm

1 stop7h 15m

$207

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 6/3

1:06 pm-8:26 pm

1 stop7h 20m

Chicago O'Hare Intl

Sat 6/6

3:00 pm-10:26 pm

1 stop7h 26m

$208

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Houston to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston averaging around $38.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Houston in the evening is the least expensive time of day to depart. momondo users have found prices as low as $224 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $719. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight from Houston to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $220 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Houston for as low as $146 on momondo.

Cheap Houston to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston to Chicago O'Hare Intl Airport

Fastest flight time

2h 30m

Direct flights

Every day
The fastest flight from Houston to Chicago O'Hare Intl Airport takes 2h 30m
Direct flights go from Houston to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Houston to Chicago O'Hare Intl Airport

  • How far is Houston to Chicago O'Hare Intl by plane?

    There are 940.6 mi between Houston and Chicago O'Hare Intl. In terms of flight time, this usually takes a little over 2h 30m.

  • When did momondo last update prices for flights from Houston to Chicago O'Hare Intl Airport?

    Prices for flights from Houston to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Houston to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Houston to Chicago O'Hare Intl Airport?

    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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Houston to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Houston to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $58Free CancellationRating
5.6
2,958 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $71Free CancellationRating
6.3
8,636 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,696 reviews
Search United Airlines flights
American AirlinesPriceFrom $159Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

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

It is quick and easy to find Houston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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 for Houston to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Houston to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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