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Bolingbrook

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Bolingbrook Flights as Low as $92

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

Frontier Airlines
Sat, Sep 5 - Thu, Sep 24
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$92 Roundtrip, found 23 hours ago
$92
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Thu, Sep 24, priced at $92 found 23 hours ago
Frontier Airlines
Tue, Sep 1 - Thu, Sep 24
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$95 Roundtrip, found 23 hours ago
$95
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Thu, Sep 24, priced at $95 found 23 hours ago
Frontier Airlines
Wed, Sep 23 - Thu, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 5 days ago
$104
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $104 found 5 days ago
Frontier Airlines
Mon, Aug 24 - Wed, Aug 26
MCO
Orlando Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Orlando Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $152 found 6 days ago
Frontier Airlines
Thu, Sep 24 - Sun, Sep 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Sep 27, priced at $162 found 1 day ago
Bargain Flight
Fri, Sep 25 - Sun, Sep 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Fri, Sep 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 27, priced at $167 found 4 days ago
Bargain Flight
Wed, Sep 23 - Sat, Sep 26
RIC
Richmond Intl.
ORD
O'Hare Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Sep 23 from Richmond Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $188 found 3 days ago
Delta
Mon, Oct 5 - Thu, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$221 Roundtrip, found 15 hours ago
$221
Roundtrip
found 15 hours ago
Select Delta flight, departing Mon, Oct 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $221 found 15 hours ago
American Airlines
Mon, Oct 5 - Thu, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$221 Roundtrip, found 15 hours ago
$221
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $221 found 15 hours ago
JetBlue Airways
Tue, Sep 22 - Sat, Sep 26
RIC
Richmond Intl.
ORD
O'Hare Intl.
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Richmond Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $229 found 3 days ago
Delta
Wed, Sep 16 - Mon, Sep 28
MCO
Orlando Intl.
MDW
Midway Intl.
$257 Roundtrip, found 6 days ago
$257
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Sep 16 from Orlando Intl. to Midway Intl., returning Mon, Sep 28, priced at $257 found 6 days ago
Delta
Sat, Sep 26 - Sat, Oct 17
RIC
Richmond Intl.
MDW
Midway Intl.
$257 Roundtrip, found 17 hours ago
$257
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Sep 26 from Richmond Intl. to Midway Intl., returning Sat, Oct 17, priced at $257 found 17 hours ago
Frontier Airlines
Sat, Jul 25 - Thu, Jul 30
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$282 Roundtrip, found 19 hours ago
$282
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Sat, Jul 25 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Thu, Jul 30, priced at $282 found 19 hours ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$361 Roundtrip, found 5 days ago
$361
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $361 found 5 days ago
American Airlines
Thu, Jul 30 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$398 Roundtrip, found 4 days ago
$398
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Jul 30 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Aug 1, priced at $398 found 4 days ago
Alaska Airlines
Sat, Aug 29 - Fri, Sep 18
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$693 Roundtrip, found 4 days ago
$693
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sat, Aug 29 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Fri, Sep 18, priced at $693 found 4 days 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 September, 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 $92, 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 $92 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$86

Last Minute Hotel Deals in Bolingbrook

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 ...
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Hyatt Regency O'Hare Chicago
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! (10,276 reviews)
"Good Hotel, but they put me into the South Tower facign the L. I did not like that as it was loud everytime a train passed. I ran my AC to generate white noise for that matter. Get a room in the north tower or a room facing their courtyard if you want quiet."

Reviewed on Jul 23, 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! (2,364 reviews)
"Everything was great"

Reviewed on Jul 22, 2026

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Hilton Chicago O'Hare Airport
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 breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
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The Allegro Royal Sonesta Hotel Chicago Loop
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 ...
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Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
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Holiday Inn & Suites Chicago - Downtown by IHG
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (2,694 reviews)
"The hotel is in a good location, but the rooms are in need of renovation. The beds are terrible—very old—and one of the bed bases was completely broken. The sheets looked dirty. It is a hotel that really needs to make changes and undergo significant renovations."

Reviewed on Jul 23, 2026

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Travelodge by Wyndham Downtown Chicago
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! (2,856 reviews)
"Hotel is in a good location close to magnificent mile. Hotel was clean and nicely decorated. Hotel room was a lot smaller than I anticipated but it was okay for the weekend. They give you free alcohol vouchers to be cashed at their bar downstairs by the lobby, however everytime I went to try to cash ..."

Reviewed on Jul 23, 2026

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Hotel Felix River North/Magnificent Mile
See all 4,225 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.