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Cheap flights from Brownsville to Chicago from $186

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 9/7. 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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0 bags

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Find the cheapest flights from Brownsville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:42 pm - 12:39 am
BRO
-
ORD
5h 57m
1 stop
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
$329American Airlines
Tue, Jun 16 - Tue, Jun 30
American Airlines Logo
6:37 pm - 11:58 pm
BRO
-
ORD
5h 21m
1 stop
American Airlines Logo
10:35 am - 6:13 pm
ORD
-
BRO
7h 38m
1 stop
$330American Airlines
Mon, Aug 31 - Thu, Sep 10
American Airlines Logo
6:37 pm - 11:58 pm
BRO
-
ORD
5h 21m
1 stop
American Airlines Logo
6:00 am - 2:16 pm
ORD
-
BRO
8h 16m
1 stop
$336American Airlines
Mon, Aug 31 - Thu, Sep 10
Multiple Airlines Logo
8:35 am - 8:53 pm
BRO
-
ORD
36h 18m
2 stops
Multiple Airlines Logo
9:26 am - 8:05 am
ORD
-
BRO
22h 39m
1 stop
$396Multiple Airlines
Mon, Aug 31 - Thu, Sep 10
Multiple Airlines Logo
8:35 am - 4:10 pm
BRO
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
4:49 pm - 8:05 am
ORD
-
BRO
15h 16m
1 stop
$413Multiple Airlines
Mon, Aug 31 - Thu, Sep 10
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
American Airlines Logo
6:00 am - 2:17 pm
ORD
-
BRO
8h 17m
1 stop
$417American Airlines
Sat, May 30 - Wed, Jun 3
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
6:30 am - 11:26 am
ORD
-
BRO
4h 56m
1 stop
$443United Airlines
Mon, Jun 22 - Mon, Jun 29
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
American Airlines Logo
5:00 am - 10:11 am
ORD
-
BRO
5h 11m
1 stop
$450American Airlines
Thu, Jul 16 - Sun, Jul 19
American Airlines Logo
6:42 pm - 12:39 am
BRO
-
ORD
5h 57m
1 stop
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
$464American Airlines
Sun, Jun 14 - Sun, Jun 21
American Airlines Logo
6:42 pm - 12:39 am
BRO
-
ORD
5h 57m
1 stop
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
$465American Airlines
Mon, Jun 15 - Sun, Jun 21

United Airlines flights from Brownsville to Chicago

Our best United Airlines deals on Brownsville to Chicago flight tickets
United Airlines
Jun 22
BRO4:44 pmBrownsville South Padre Is. Intl
8h 01m
1 stop
ORD12:45 amChicago O'Hare Intl
Jun 29
ORD6:30 amChicago O'Hare Intl
4h 56m
1 stop
BRO11:26 amBrownsville South Padre Is. Intl
$443
United Airlines
Sep 3
BRO12:05 pmBrownsville South Padre Is. Intl
18h 23m
2 stops
ORD6:28 amChicago O'Hare Intl
Sep 8
ORD6:30 amChicago O'Hare Intl
4h 53m
1 stop
BRO11:23 amBrownsville South Padre Is. Intl
$538
United Airlines
Aug 4
BRO12:10 pmBrownsville South Padre Is. Intl
7h 55m
1 stop
ORD8:05 pmChicago O'Hare Intl
Aug 7
ORD9:40 pmChicago O'Hare Intl
18h 17m
1 stop
BRO3:57 pmBrownsville South Padre Is. Intl
$548

American Airlines flights from Brownsville to Chicago

Our best American Airlines deals on Brownsville to Chicago flight tickets
American Airlines
Jun 16
BRO6:42 pmBrownsville South Padre Is. Intl
5h 57m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 30
ORD5:00 amChicago O'Hare Intl
5h 14m
1 stop
BRO10:14 amBrownsville South Padre Is. Intl
$329
American Airlines
Aug 31
BRO6:37 pmBrownsville South Padre Is. Intl
5h 21m
1 stop
ORD11:58 pmChicago O'Hare Intl
Sep 10
ORD10:35 amChicago O'Hare Intl
7h 38m
1 stop
BRO6:13 pmBrownsville South Padre Is. Intl
$330
American Airlines
Aug 31
BRO6:37 pmBrownsville South Padre Is. Intl
5h 21m
1 stop
ORD11:58 pmChicago O'Hare Intl
Sep 10
ORD6:00 amChicago O'Hare Intl
8h 16m
1 stop
BRO2:16 pmBrownsville South Padre Is. Intl
$336

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 May 20, 2026.
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

Cheapest round-trip
Quickest round-trip

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 6/16

6:42 pm-12:39 am

1 stop5h 57m

Chicago O'Hare Intl

Tue 6/30

5:00 am-10:14 am

1 stop5h 14m

$329

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 8/31

6:37 pm-11:58 pm

1 stop5h 21m

Chicago O'Hare Intl

Thu 9/10

10:35 am-6:13 pm

1 stop7h 38m

$330

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 8/31

6:37 pm-11:58 pm

1 stop5h 21m

Chicago O'Hare Intl

Thu 9/10

6:00 am-2:16 pm

1 stop8h 16m

$336

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 8/31

8:35 am-8:53 pm

2 stops36h 18m

Chicago O'Hare Intl

Thu 9/10

9:26 am-8:05 am

1 stop22h 39m

$396

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 8/31

8:35 am-4:10 pm

2 stops31h 35m

Chicago O'Hare Intl

Thu 9/10

4:49 pm-8:05 am

1 stop15h 16m

$413

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sat 5/30

6:42 pm-12:42 am

1 stop6h 00m

Chicago O'Hare Intl

Wed 6/3

6:00 am-2:17 pm

1 stop8h 17m

$417

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 6/22

4:44 pm-12:45 am

1 stop8h 01m

Chicago O'Hare Intl

Mon 6/29

6:30 am-11:26 am

1 stop4h 56m

$443

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 7/16

6:42 pm-12:50 am

1 stop6h 08m

Chicago O'Hare Intl

Sun 7/19

5:00 am-10:11 am

1 stop5h 11m

$450

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sun 6/14

6:42 pm-12:39 am

1 stop5h 57m

Chicago O'Hare Intl

Sun 6/21

5:00 am-10:14 am

1 stop5h 14m

$464

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 6/15

6:42 pm-12:39 am

1 stop5h 57m

Chicago O'Hare Intl

Sun 6/21

5:00 am-10:14 am

1 stop5h 14m

$465

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Brownsville 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 Brownsville, with most prices found around $210. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Brownsville to Chicago during October average around $268.

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

Fastest flight time

5h 07m

Direct flights

None
The fastest flight from Brownsville to Chicago takes 5h 07m
There are no direct flights from Brownsville to Chicago. There are no popular flight routes from Brownsville to Chicago.
Search flight deals

Frequently asked questions about flying from Brownsville to Chicago

  • 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 07m.

  • 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
American AirlinesPriceFrom $293Free CancellationRating
7.1
11,642 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
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