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Cheap flights from Houston Hobby Airport to Chicago from $116

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Houston Hobby Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 12:20 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
6h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:15 pm - 11:21 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 06m1 stop Atlanta Hartsfield-Jackson
$231Delta
Tue, Nov 10 - Tue, Nov 10
Delta Logo
10:27 am - 5:05 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
6h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:36 am - 4:29 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 53m1 stop Atlanta Hartsfield-Jackson
$231Delta
Tue, Nov 17 - Wed, Dec 2
Delta Logo
11:15 am - 5:06 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
5h 51m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:31 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 15m1 stop Atlanta Hartsfield-Jackson
$231Delta
Sat, Dec 5 - Sat, Dec 12
Delta Logo
3:12 pm - 8:49 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
5h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:31 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 15m1 stop Atlanta Hartsfield-Jackson
$231Delta
Wed, Nov 18 - Tue, Dec 1
Delta Logo
3:12 pm - 8:49 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
5h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:31 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 15m1 stop Atlanta Hartsfield-Jackson
$231Delta
Tue, Nov 17 - Tue, Dec 1
Delta Logo
5:35 pm - 11:50 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:00 pm - 9:43 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 43m1 stop Atlanta Hartsfield-Jackson
$231Delta
Fri, Jan 29 - Mon, Feb 1
Delta Logo
3:11 pm - 8:53 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
5h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:31 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
5h 15m1 stop Atlanta Hartsfield-Jackson
$231Delta
Wed, Dec 2 - Sat, Dec 5
Delta Logo
6:00 am - 12:20 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
6h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:00 am - 4:39 pmORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 39m1 stop Atlanta Hartsfield-Jackson
$231Delta
Thu, Nov 19 - Thu, Nov 26
American Airlines Logo
6:00 am - 11:02 amHOU  Houston Hobby-ORD Chicago O'Hare Intl
5h 02m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 11:05 amORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 05m1 stop Dallas/Fort Worth
$253American Airlines
Tue, Nov 10 - Sun, Nov 15
American Airlines Logo
2:07 pm - 9:12 pmHOU  Houston Hobby-ORD Chicago O'Hare Intl
7h 05m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 11:04 amORD  Chicago O'Hare Intl-HOU Houston Hobby
6h 04m1 stop Dallas/Fort Worth
$253American Airlines
Tue, Nov 17 - Tue, Nov 24

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American Airlines flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best American Airlines deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jan 14
HOU6:00 amHouston Hobby
6h 30m
1 stop
ORD12:30 pmChicago O'Hare Intl
Jan 18
ORD5:00 amChicago O'Hare Intl
6h 02m
1 stop
HOU11:02 amHouston Hobby
$253
American Airlines
Nov 10
HOU6:00 amHouston Hobby
5h 02m
1 stop
ORD11:02 amChicago O'Hare Intl
Nov 15
ORD5:00 amChicago O'Hare Intl
6h 05m
1 stop
HOU11:05 amHouston Hobby
$274
American Airlines
Dec 2
HOU5:08 pmHouston Hobby
5h 07m
1 stop
ORD10:15 pmChicago O'Hare Intl
Dec 9
ORD1:43 pmChicago O'Hare Intl
5h 57m
1 stop
HOU7:40 pmHouston Hobby
$276

Delta flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Dec 2
HOU3:11 pmHouston Hobby
5h 42m
1 stop
ORD8:53 pmChicago O'Hare Intl
Dec 5
ORD6:16 pmChicago O'Hare Intl
5h 15m
1 stop
HOU11:31 pmHouston Hobby
$231
Delta
Nov 13
HOU5:24 pmHouston Hobby
6h 30m
1 stop
ORD11:54 pmChicago O'Hare Intl
Nov 16
ORD11:19 amChicago O'Hare Intl
12h 02m
2 stops
HOU11:21 pmHouston Hobby
$236
Delta
Nov 14
HOU6:00 amHouston Hobby
10h 41m
2 stops
ORD4:41 pmChicago O'Hare Intl
Nov 17
ORD12:38 pmChicago O'Hare Intl
10h 43m
2 stops
HOU11:21 pmHouston Hobby
$241

momondo Fare Finder

 
Use the filters below to find and compare flights from Houston Hobby Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Tue 11/10

6:00 am-12:20 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 11/10

6:15 pm-11:21 pm

1 stop5h 06m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Tue 11/17

10:27 am-5:05 pm

1 stop6h 38m

Chicago O'Hare Intl

Wed 12/2

10:36 am-4:29 pm

1 stop5h 53m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Sat 12/5

11:15 am-5:06 pm

1 stop5h 51m

Chicago O'Hare Intl

Sat 12/12

6:16 pm-11:31 pm

1 stop5h 15m

$231
Quickest round-trip

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Wed 11/18

3:12 pm-8:49 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 12/1

6:16 pm-11:31 pm

1 stop5h 15m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Tue 11/17

3:12 pm-8:49 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 12/1

6:16 pm-11:31 pm

1 stop5h 15m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Fri 1/29

5:35 pm-11:50 pm

1 stop6h 15m

Chicago O'Hare Intl

Mon 2/1

3:00 pm-9:43 pm

1 stop6h 43m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Wed 12/2

3:11 pm-8:53 pm

1 stop5h 42m

Chicago O'Hare Intl

Sat 12/5

6:16 pm-11:31 pm

1 stop5h 15m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Thu 11/19

6:00 am-12:20 pm

1 stop6h 20m

Chicago O'Hare Intl

Thu 11/26

10:00 am-4:39 pm

1 stop6h 39m

$231

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Tue 11/10

6:00 am-11:02 am

1 stop5h 02m

Chicago O'Hare Intl

Sun 11/15

5:00 am-11:05 am

1 stop6h 05m

$253

HoustonChicago

HOU Houston Hobby - ORD Chicago O'Hare Intl

HOUORD

Houston Hobby

Tue 11/17

2:07 pm-9:12 pm

1 stop7h 05m

Chicago O'Hare Intl

Tue 11/24

5:00 am-11:04 am

1 stop6h 04m

$253

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 Hobby Airport 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 Hobby Airport and Chicago O'Hare Intl Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $190 to $362.
The lowest price recently found on this route was $231.

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

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston Hobby Airport averaging around $173.

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 Hobby Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $257 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $788. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $254 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 Hobby Airport for as low as $209 on momondo.

How have Houston Hobby Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2026, prices for Houston Hobby Airport to Chicago O'Hare Intl Airport flights are approximately 36% more expensive when compared to flights at the same time last year.

When to book flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Houston Hobby Airport to Chicago O'Hare Intl Airport (HOU to ORD) flight deals and tips

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

Best Price Found

$116

Fastest flight time

2h 30m

Direct flights

None
The best one-way flight to Chicago O'Hare Intl Airport from Houston Hobby Airport in the past 72 hours is $116. The best round-trip flight deal from Houston Hobby Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $231.
The fastest flight from Houston Hobby Airport to Chicago O'Hare Intl Airport takes 2h 30m
There are no direct flights from Houston Hobby Airport to Chicago O'Hare Intl Airport. There are no popular flight routes from Houston Hobby Airport to Chicago O'Hare Intl Airport.
Search flight deals

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

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

    Houston Hobby and Chicago O'Hare Intl are 945.3 mi apart from one another. In terms of flight time, this usually takes a little over 2h 30m.

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

    Prices for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Houston Hobby Airport to Chicago O'Hare Intl Airport.

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

    The required travel and health documents for your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Houston Hobby Airport to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Houston Hobby Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $64Free CancellationRating
5.5
2,519 reviews
Search Frontier flights
United AirlinesPriceFrom $160Free CancellationRating
7.3
10,407 reviews
Search United Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.0
12,192 reviews
Search American Airlines flights
JetBluePriceFrom $268Free CancellationRating
7.1
3,061 reviews
Search JetBlue flights

Traveling to a place near Chicago?

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Skokie

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Houston to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Houston which offer a flexible booking policy as well as other useful filters and features.

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?

Yes momondo offers price alerts on flights to Chicago from Houston. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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