Search Cheap Flights to
Brookfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Brookfield Flights as Low as $102

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $102 found 1 hour ago
Frontier Airlines
Sun, Sep 6 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$109 Roundtrip, found 2 hours ago
$109
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Sep 9, priced at $109 found 2 hours ago
Frontier Airlines
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Los Angeles Intl. to O'Hare Intl., returning Sat, Oct 24, priced at $138 found 1 day ago
Bargain Flight
Wed, Sep 9 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 12, priced at $173 found 3 days ago
Bargain Flight
Sun, Sep 6 - Thu, Sep 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$195 Roundtrip, found 13 hours ago
$195
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sun, Sep 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Sep 10, priced at $195 found 13 hours ago
Frontier Airlines
Thu, Sep 10 - Sat, Sep 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 10 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Sep 12, priced at $198 found 1 day ago
Bargain Flight
Sun, May 23 - Fri, May 28
PIT
Pittsburgh Intl.
ORD
O'Hare Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sun, May 23 from Pittsburgh Intl. to O'Hare Intl., returning Fri, May 28, priced at $199 found 1 day ago
Delta
Fri, Nov 6 - Mon, Nov 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Nov 6 from Los Angeles Intl. to O'Hare Intl., returning Mon, Nov 16, priced at $217 found 2 hours ago
American Airlines
Thu, Oct 15 - Fri, Oct 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Fri, Oct 16, priced at $217 found 2 hours ago
Southwest Airlines
Sat, Sep 26 - Sat, Oct 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$256 Roundtrip, found 2 days ago
$256
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 26 from Los Angeles Intl. to Midway Intl., returning Sat, Oct 3, priced at $256 found 2 days ago
Southwest Airlines
Mon, Sep 21 - Wed, Sep 23
DAL
Love Field
MDW
Midway Intl.
$287 Roundtrip, found 4 days ago
$287
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Sep 21 from Love Field to Midway Intl., returning Wed, Sep 23, priced at $287 found 4 days ago
American Airlines
Wed, Sep 2 - Wed, Sep 16
LAX
Los Angeles Intl.
RFD
Greater Rockford
$300 Roundtrip, found 4 days ago
$300
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Wed, Sep 16, priced at $300 found 4 days ago
American Airlines
Tue, Sep 8 - Fri, Sep 18
PIT
Pittsburgh Intl.
RFD
Greater Rockford
$330 Roundtrip, found 6 days ago
$330
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Sep 8 from Pittsburgh Intl. to Greater Rockford, returning Fri, Sep 18, priced at $330 found 6 days ago
American Airlines
Thu, Sep 10 - Sat, Sep 12
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$354 Roundtrip, just found
$354
Roundtrip
just found
Select American Airlines flight, departing Thu, Sep 10 from Dallas-Fort Worth Intl. to Greater Rockford, returning Sat, Sep 12, priced at $354 just found
American Airlines
Fri, Sep 11 - Sun, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$367 Roundtrip, found 3 days ago
$367
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 11 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sun, Sep 13, priced at $367 found 3 days ago
Delta
Fri, Oct 30 - Tue, Nov 17
DAL
Love Field
ORD
O'Hare Intl.
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 30 from Love Field to O'Hare Intl., returning Tue, Nov 17, priced at $393 found 2 days ago

Cheap Flights to Brookfield

Fall in love at first flight with your vacation to Brookfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Brookfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Brookfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Brookfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Brookfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Brookfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Brookfield are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Brookfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Brookfield.

What airport is best to fly into Brookfield?

When you’re planning your trip to Brookfield, convenience is the name of the game. Luckily, Brookfield Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Brookfield must-do list.

How much are flights to Brookfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Brookfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Brookfield?

The trick to saving a stack of cash on your flight to Brookfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $102 right now, why wait?

Brookfield Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$101

Last Minute Hotel Deals in Brookfield

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,241 reviews)
"Check-in was super quick and staff was very efficient and helpful. Booked a standard room with a king size bed facing the lake and it was a very nice weekend stay. Room was very clean. The AC is off central heatingThe location is incredibly convenient if you’re going somewhere near the lake or ..."

Reviewed on Aug 31, 2026

Get rates
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,139 reviews)
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"

Reviewed on Aug 31, 2026

Get rates
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (883 reviews)
"Unfortunately this property was a bad experience. There is little to no communication from the host. Your only option is to talk to a chat bot from California. We tried checking in 10 minutes early and were told that wasn't possible, There was no one at the check-in desk when we got there. The room ..."

Reviewed on Aug 31, 2026

Get rates
Kasa Magnificent Mile Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
8/10 Very Good! (1,560 reviews)
"Very enjoyable stay. Clean and close to most tourists attractions. Great breakfast options, Liked the convenience of how close most things were."

Reviewed on Aug 31, 2026

Get rates
Hampton Inn Chicago Downtown/Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,129 reviews)
"We stayed for one night at this beautiful and historic hotel. We enjoyed walking through the lobby looking at the history setup they had. The rooms were clean, the view from our room was amazing. We had a lake view + a view of the Buckingham Fountain. The staff was super helpful they were posted ..."

Reviewed on Aug 31, 2026

Get rates
Hilton Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,462 reviews)
"The beds and pillows were so so.. clean rooms. The shower didn’t have great pressure and there was no bathroom fan. Great location Friendly staff Would stay there again"

Reviewed on Aug 31, 2026

Get rates
Hyatt Regency Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Get rates
River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (2,853 reviews)
"."

Reviewed on Aug 31, 2026

Get rates
The Allegro Royal Sonesta Hotel Chicago Loop
See all 4,954 properties in Brookfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.