Search Cheap Flights to
Bolingbrook

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Bolingbrook Flights as Low as $68

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

Frontier Airlines
Tue, Apr 28 - Wed, Apr 29
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Apr 29, priced at $68 found 1 day ago
Frontier Airlines
Sat, Apr 25 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, May 2, priced at $68 found 4 hours ago
Frontier Airlines
Tue, May 5 - Tue, May 19
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$72 Roundtrip, found 11 hours ago
$72
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, May 19, priced at $72 found 11 hours ago
Spirit Airlines
Tue, Apr 28 - Wed, Apr 29
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 1 day ago
$73
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Apr 29, priced at $73 found 1 day ago
Spirit Airlines
Wed, Apr 29 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 5 hours ago
$75
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Apr 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 2, priced at $75 found 5 hours ago
Frontier Airlines
Tue, Apr 28 - Sat, May 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$79 Roundtrip, found 2 hours ago
$79
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 2, priced at $79 found 2 hours ago
Bargain Flight
Sat, Jul 4 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$166 Roundtrip, found 9 hours ago
$166
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Sat, Jul 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 4, priced at $166 found 9 hours ago
Bargain Flight
Wed, Apr 29 - Tue, May 12
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$174 Roundtrip, found 5 hours ago
$174
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Wed, Apr 29 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, May 12, priced at $174 found 5 hours ago
American Airlines
Wed, Apr 29 - Tue, May 12
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$180 Roundtrip, found 5 hours ago
$180
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Apr 29 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, May 12, priced at $180 found 5 hours ago
Delta
Tue, Apr 21 - Tue, Apr 28
DAL
Love Field
MDW
Midway Intl.
$227 Roundtrip, found 6 days ago
$227
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Apr 21 from Love Field to Midway Intl., returning Tue, Apr 28, priced at $227 found 6 days ago
Frontier Airlines
Fri, Apr 17 - Thu, Apr 23
LAX
Los Angeles Intl.
MDW
Midway Intl.
$230 Roundtrip, found 5 hours ago
$230
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Los Angeles Intl. to Midway Intl., returning Thu, Apr 23, priced at $230 found 5 hours ago
Delta
Tue, May 12 - Sat, May 16
DAL
Love Field
ORD
O'Hare Intl.
$243 Roundtrip, found 4 hours ago
$243
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, May 12 from Love Field to O'Hare Intl., returning Sat, May 16, priced at $243 found 4 hours ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$248 Roundtrip, found 6 hours ago
$248
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Apr 27 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, May 1, priced at $248 found 6 hours ago
Delta
Thu, May 28 - Mon, Jun 1
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 28 from Ronald Reagan Washington National to Midway Intl., returning Mon, Jun 1, priced at $274 found 1 day ago
American Airlines
Fri, Apr 10 - Tue, Apr 14
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$377 Roundtrip, found 4 hours ago
$377
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Apr 10 from Dallas-Fort Worth Intl. to Greater Rockford, returning Tue, Apr 14, priced at $377 found 4 hours ago
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$416 Roundtrip, found 5 hours ago
$416
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $416 found 5 hours ago

Cheap Flights to Bolingbrook

Fall in love at first flight with your vacation to Bolingbrook 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 Bolingbrook on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Bolingbrook

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Bolingbrook 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 Bolingbrook?

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 Bolingbrook are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Bolingbrook?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Bolingbrook.

What airport is best to fly into Bolingbrook?

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

How much are flights to Bolingbrook?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Bolingbrook on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $68, 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 Bolingbrook?

The trick to saving a stack of cash on your flight to Bolingbrook? 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 $68 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$68

Last Minute Hotel Deals in Bolingbrook

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! (10,052 reviews)
The hotel is very run down and smells as soon as you enter rooms are a great size and clean but very thin walls and you can hear everything called security on first night and took over an hr for someone to come no help at all never got any sleep that night all in all I would not stay here again much ...

Reviewed on Apr 7, 2026

Get rates
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,252 reviews)
No idea

Reviewed on Apr 6, 2026

Get rates
Hilton Chicago O'Hare Airport
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,612 reviews)
Great experience and friendly staff

Reviewed on Apr 6, 2026

Get rates
Hotel Felix River North/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! (2,731 reviews)
N/a

Reviewed on Apr 7, 2026

Get rates
Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,362 reviews)
Second time staying here for a business event. Great Property and location. Clean rooms and housekeeping was so nice when walking in the halls. Starbucks is a bonus on-site.

Reviewed on Apr 6, 2026

Get rates
Palmer House a Hilton Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (3,429 reviews)
My second stay here. Absolutely enjoyed my stay both times. Walking distance to many great restaurants, theaters, and attractions. Not in an insanely crowded area, especially on Saturday and Sunday. Very affordable parking with in/out privileges. Will now be my go-to hotel when I’m in town.

Reviewed on Apr 7, 2026

Get rates
Club Quarters Hotel, Central Loop, Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,066 reviews)
All the employees were stuck up, rude to say the least, and not very compassionate let alone understanding Life on life's terms. I don't care but I will never a room from this hotel ever again. Hell I will never rent another hotel room from this flight out company again. Really they're making me ...

Reviewed on Apr 6, 2026

Get rates
Crowne Plaza Chicago West Loop by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,466 reviews)
Looks like the renovation is moving along well Staff is always pleasant and helpful.

Reviewed on Apr 6, 2026

Get rates
Hyatt Regency O'Hare Chicago
See all 4,424 properties in Bolingbrook
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.