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Cheap flights from Brownsville to Chicago from $190

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 11/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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American Airlines Logo
5:42 pm - 11:37 pmBRO-ORD
5h 55m1 stop
American Airlines Logo
5:10 pm - 11:04 pmORD-BRO
5h 54m1 stop
$319American Airlines
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Tue, Nov 4 - Sat, Nov 8
United Airlines Logo
7:15 am - 2:54 pmBRO-ORD
7h 39m1 stop
United Airlines Logo
6:00 am - 11:28 amORD-BRO
5h 28m1 stop
$399United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
American Airlines Logo
6:11 pm - 11:31 pmBRO-ORD
5h 20m1 stop
American Airlines Logo
7:31 am - 2:20 pmORD-BRO
6h 49m1 stop
$423American Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
American Airlines Logo
6:11 pm - 11:31 pmBRO-ORD
5h 20m1 stop
American Airlines Logo
7:31 am - 2:20 pmORD-BRO
6h 49m1 stop
$441American Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
United Airlines Logo
9:35 am - 8:00 pmBRO-ORD
10h 25m2 stops
United Airlines Logo
2:21 pm - 8:25 pmORD-BRO
6h 04m1 stop
$473United Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
United Airlines Logo
5:15 pm - 12:15 amBRO-ORD
7h 00m1 stop
United Airlines Logo
2:20 pm - 11:28 amORD-BRO
21h 08m2 stops
$484United Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
United Airlines Logo
5:15 pm - 12:15 amBRO-ORD
7h 00m1 stop
United Airlines Logo
9:05 pm - 11:28 amORD-BRO
14h 23m2 stops
$501United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
United Airlines Logo
5:15 pm - 12:15 amBRO-ORD
7h 00m1 stop
United Airlines Logo
5:52 pm - 11:28 amORD-BRO
17h 36m2 stops
$502United Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
United Airlines Logo
9:35 am - 8:00 pmBRO-ORD
10h 25m2 stops
United Airlines Logo
7:30 am - 8:25 pmORD-BRO
12h 55m2 stops
$548United Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
United Airlines Logo
7:15 am - 6:54 pmBRO-ORD
11h 39m2 stops
United Airlines Logo
6:00 am - 11:28 amORD-BRO
5h 28m1 stop
$574United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9

United Airlines flights from Brownsville to Chicago

Our best United Airlines deals on Brownsville to Chicago flight tickets
United Airlines
Nov 5
BRO5:15 pmBrownsville South Padre Is. Intl
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Nov 9
ORD6:00 amChicago O'Hare Intl
5h 28m
1 stop
BRO11:28 amBrownsville South Padre Is. Intl
$399
Find similar
United Airlines
Nov 4
BRO9:35 amBrownsville South Padre Is. Intl
10h 25m
2 stops
ORD8:00 pmChicago O'Hare Intl
Nov 8
ORD2:21 pmChicago O'Hare Intl
6h 04m
1 stop
BRO8:25 pmBrownsville South Padre Is. Intl
$473
Find similar
United Airlines
Nov 21
BRO5:15 pmBrownsville South Padre Is. Intl
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Nov 24
ORD2:20 pmChicago O'Hare Intl
21h 08m
2 stops
BRO11:28 amBrownsville South Padre Is. Intl
$484
Find similar

American Airlines flights from Brownsville to Chicago

Our best American Airlines deals on Brownsville to Chicago flight tickets
American Airlines
Nov 4
BRO5:42 pmBrownsville South Padre Is. Intl
5h 55m
1 stop
ORD11:37 pmChicago O'Hare Intl
Nov 8
ORD5:10 pmChicago O'Hare Intl
5h 54m
1 stop
BRO11:04 pmBrownsville South Padre Is. Intl
$319
Find similar
American Airlines
Nov 21
BRO6:11 pmBrownsville South Padre Is. Intl
5h 20m
1 stop
ORD11:31 pmChicago O'Hare Intl
Nov 24
ORD7:31 amChicago O'Hare Intl
6h 49m
1 stop
BRO2:20 pmBrownsville South Padre Is. Intl
$423
Find similar
American Airlines
Nov 21
BRO6:11 pmBrownsville South Padre Is. Intl
5h 20m
1 stop
ORD11:31 pmChicago O'Hare Intl
Nov 24
ORD7:31 amChicago O'Hare Intl
6h 49m
1 stop
BRO2:20 pmBrownsville South Padre Is. Intl
$441
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Brownsville to Chicago 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 October 22, 2025.
Use the filters below to find and compare flights from Brownsville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 11/4

5:42 pm-11:37 pm

1 stop5h 55m

Chicago O'Hare Intl

Sat 11/8

5:10 pm-11:04 pm

1 stop5h 54m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 11/5

7:15 am-2:54 pm

1 stop7h 39m

Chicago O'Hare Intl

Sun 11/9

6:00 am-11:28 am

1 stop5h 28m

$399

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

6:11 pm-11:31 pm

1 stop5h 20m

Chicago O'Hare Intl

Mon 11/24

7:31 am-2:20 pm

1 stop6h 49m

$423

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

6:11 pm-11:31 pm

1 stop5h 20m

Chicago O'Hare Intl

Mon 11/24

7:31 am-2:20 pm

1 stop6h 49m

$441

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 11/4

9:35 am-8:00 pm

2 stops10h 25m

Chicago O'Hare Intl

Sat 11/8

2:21 pm-8:25 pm

1 stop6h 04m

$473

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Mon 11/24

2:20 pm-11:28 am

2 stops21h 08m

$484

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 11/5

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Sun 11/9

9:05 pm-11:28 am

2 stops14h 23m

$501

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Mon 11/24

5:52 pm-11:28 am

2 stops17h 36m

$502

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 11/4

9:35 am-8:00 pm

2 stops10h 25m

Chicago O'Hare Intl

Sat 11/8

7:30 am-8:25 pm

2 stops12h 55m

$548

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 11/5

7:15 am-6:54 pm

2 stops11h 39m

Chicago O'Hare Intl

Sun 11/9

6:00 am-11:28 am

1 stop5h 28m

$574

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 Brownsville 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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $363. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Brownsville to Chicago for around $380.

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 morning. Flights from Brownsville to Chicago during this time can be as low as $375. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $394.

How have Brownsville to Chicago flight prices changed over time?

When to book flights from Brownsville to Chicago

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

Cheap Brownsville to Chicago (BRO to CHI) flight deals and tips

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

Direct flights

None
There are no direct flights from Brownsville to Chicago. There are no popular flight routes from Brownsville to Chicago.
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  • How far is Brownsville South Padre Is. Intl to Chicago by plane?

    A flight from Brownsville South Padre Is. Intl to Chicago will travel around 1237.5 mi. In terms of flight time, this usually takes a little over 5h 20m.

  • When did momondo last update prices for flights from Brownsville South Padre Is. Intl Airport to Chicago?

    Prices for flights from Brownsville South Padre Is. Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Brownsville South Padre Is. Intl Airport to Chicago?

  • How old do you have to be to fly from Brownsville South Padre Is. Intl Airport to Chicago?

    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 Brownsville South Padre Is. Intl Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Brownsville to Chicago?

Best airlines flying from Brownsville to Chicago

Compare and see reviews for airlines that fly from Brownsville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $268Free CancellationRating
7.4
8,990 reviews
Search United Airlines flights
American AirlinesPriceFrom $268Free CancellationRating
7.2
11,028 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Brownsville 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 Brownsville to Chicago with flexible booking policies on momondo?

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

How can momondo help me find flights from Brownsville 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 Brownsville.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Brownsville and alert you when they change.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport