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Bolingbrook

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Bolingbrook Flights as Low as $59

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

Spirit Airlines
Tue, Apr 21 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$59 Roundtrip, found 5 hours ago
$59
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 2, priced at $59 found 5 hours ago
Frontier Airlines
Tue, May 12 - Tue, Jun 2
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, May 12 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jun 2, priced at $68 found 3 days ago
Frontier Airlines
Sat, Apr 18 - Mon, Apr 20
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 18 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Apr 20, priced at $72 just found
Frontier Airlines
Sat, Apr 25 - Tue, Apr 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 28, priced at $78 found 2 hours ago
Frontier Airlines
Thu, Apr 9 - Thu, Apr 23
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$115 Roundtrip, found 12 hours ago
$115
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Charlotte-Douglas Intl. to O'Hare Intl., returning Thu, Apr 23, priced at $115 found 12 hours ago
Frontier Airlines
Thu, Apr 30 - Tue, May 5
IAH
George Bush Intercontinental
MDW
Midway Intl.
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 30 from George Bush Intercontinental to Midway Intl., returning Tue, May 5, priced at $155 found 3 days ago
Bargain Flight
Sun, Jun 14 - Thu, Jun 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sun, Jun 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Jun 18, priced at $167 found 2 days ago
American Airlines
Wed, May 13 - Tue, Jun 2
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$172 Roundtrip, found 3 hours ago
$172
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, May 13 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jun 2, priced at $172 found 3 hours ago
Delta
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$195 Roundtrip, found 2 hours ago
$195
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $195 found 2 hours ago
Frontier Airlines
Fri, Apr 10 - Mon, Apr 13
CLT
Charlotte-Douglas Intl.
MDW
Midway Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Charlotte-Douglas Intl. to Midway Intl., returning Mon, Apr 13, priced at $205 found 4 days ago
Frontier Airlines
Fri, Apr 17 - Thu, Apr 23
LAX
Los Angeles Intl.
MDW
Midway Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Los Angeles Intl. to Midway Intl., returning Thu, Apr 23, priced at $224 found 1 day ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 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 2 hours ago
American Airlines
Fri, May 15 - Mon, May 18
CLT
Charlotte-Douglas Intl.
RFD
Greater Rockford
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 15 from Charlotte-Douglas Intl. to Greater Rockford, returning Mon, May 18, priced at $271 found 2 days ago
Alaska Airlines
Wed, May 6 - Sat, May 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$324 Roundtrip, found 16 hours ago
$324
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Wed, May 6 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 9, priced at $324 found 16 hours ago
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$416 Roundtrip, just found
$416
Roundtrip
just found
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $416 just found
American Airlines
Fri, Jun 12 - Sun, Jun 14
IAH
George Bush Intercontinental
RFD
Greater Rockford
$443 Roundtrip, found 1 hour ago
$443
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Jun 12 from George Bush Intercontinental to Greater Rockford, returning Sun, Jun 14, priced at $443 found 1 hour 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 15 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 $59, 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 $59 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$58

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! (10,017 reviews)
Stayed here several times. This is the only place I stay in Chicago and always a five star experience!

Reviewed on Apr 3, 2026

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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! (2,244 reviews)
I think you took advantage of people needing a place to stay when their flight was cancelled. The price was very inflated but we had very little choice about where we could stay.

Reviewed on Apr 4, 2026

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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! (2,605 reviews)
A quiet and comfortable place

Reviewed on Apr 4, 2026

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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! (2,718 reviews)
The hotel is very nice overall! We loved the games area in the lobby! Maybe it’s just that they’re extremely short staffed for the size of the place, but when disappointments keep happening you start to feel let down. Expect long lines at the front desk for check in or anything else. We couldn't ...

Reviewed on Apr 3, 2026

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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! (2,346 reviews)
The hotel main lobby is so beautiful! The pool was great and warm for the cold weather. Everything is walking distance.

Reviewed on Apr 3, 2026

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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! (3,416 reviews)
Great breakfast.

Reviewed on Apr 2, 2026

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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! (2,055 reviews)
The room was clean. The staff was very friendly. However, I specifically chose this hotel because parking was available. When we arrived, however, parking was not available. I was instructed that there was a lot down the street, outside, and I could park there. It was very inconvenient, especially ...

Reviewed on Apr 3, 2026

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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! (2,453 reviews)
Our room was clean and the bed was very comfortable. I will note that we were supposed to be in a 425 square foot room with a decent sized bathroom but the room we were given was no larger that 200 square feet.

Reviewed on Apr 3, 2026

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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.