BRO - ORD

$169 Find Cheap Flights from Brownsville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$329
Typical prices: $420-$319
American Airlines
Thu 10/22Fri 10/30
BRO - ORD • 1 stop
Cheapest one-way
$169
American Airlines
Thu 10/22
BRO - ORD • 1 stop
Top airlines
Cheapest • from $329 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Brownsville and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $503 (round-trip)
Shortest trip • 5h 17m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Brownsville to Chicago (BRO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Brownsville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Brownsville to Chicago

Thu, Oct 22 - Fri, Oct 30
American Airlines Logo
6:43 pm - 12:06 am
BRO
-
ORD
5h 23m
1 stop
American Airlines Logo
6:00 am - 2:16 pm
ORD
-
BRO
8h 16m
1 stop
$329American Airlines
Sat, May 23 - Mon, May 25
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
$337American Airlines
Sat, Jun 27 - Thu, Jul 2
American Airlines Logo
6:42 pm - 12:39 am
BRO
-
ORD
5h 57m
1 stop
American Airlines Logo
5:00 am - 10:05 am
ORD
-
BRO
5h 05m
1 stop
$395American Airlines
Fri, Jul 24 - Mon, Jul 27
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
$401American Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
United Airlines Logo
7:35 am - 3:57 pm
ORD
-
BRO
8h 22m
1 stop
$421United Airlines
Wed, Jul 22 - Sat, Jul 25
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
$423American Airlines
Tue, Jul 21 - Thu, Jul 30
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
7:35 am - 3:57 pm
ORD
-
BRO
8h 22m
1 stop
$424United Airlines
Fri, Jul 24 - Wed, Jul 29
Multiple Airlines Logo
8:35 am - 11:05 pm
BRO
-
ORD
14h 30m
1 stop
Multiple Airlines Logo
1:50 pm - 7:55 am
ORD
-
BRO
42h 05m
2 stops
$425Multiple Airlines
Fri, Jul 24 - Sat, Jul 25
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
American Airlines Logo
6:29 pm - 12:13 am
ORD
-
BRO
5h 44m
1 stop
$426American Airlines
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
7:35 am - 3:57 pm
ORD
-
BRO
8h 22m
1 stop
$427United Airlines
Booking Insights

KAYAK's insights & trends for Brownsville to Chicago flights

Get data-powered insights and trends into flights from Brownsville to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Brownsville to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Brownsville to Chicago O'Hare Intl Airport departing in October.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Brownsville to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Brownsville to Chicago O'Hare Intl Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are May and March, where the average cost of round-trip tickets is $774 and $703 respectively.

Good to know

Low seasonAugust
Cheapest flight$169
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 76% increase in price.
Flight from Brownsville to Chicago

When to book flights from Brownsville to Chicago

Are your dates flexible? Find out the best times to travel from Brownsville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Brownsville to Chicago flights

  • What is the cheapest flight from Brownsville to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Brownsville to Chicago O'Hare Intl Airport was $169 for a one-way ticket and $329 for a round-trip.

  • Do I need a passport to fly between Brownsville and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Brownsville to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Brownsville to Chicago?

    Star Alliance, and oneworld are the airline alliances operating flights between Brownsville and Chicago, with Star Alliance being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Brownsville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Brownsville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Brownsville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Brownsville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Brownsville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Brownsville with another airline. Booking your flights between Brownsville and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Brownsville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Brownsville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Brownsville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Brownsville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Brownsville to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11665 reviews
7.9Crew
7.2Comfort
7.5Boarding
6.4Food
6.9Entertainment
Airline reviews

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

10.0 ExcellentDeepa, Apr 2026
DFW - ORD
Read more American Airlines reviews

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Everything you need to know for your flight from Brownsville to Chicago

Information on your arrival and departure airports