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Bolingbrook

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Bolingbrook Flights as Low as $115

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

Frontier Airlines
Fri, Sep 11 - Thu, Sep 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 11 from George Bush Intercontinental to O'Hare Intl., returning Thu, Sep 17, priced at $115 just found
Frontier Airlines
Mon, Sep 14 - Tue, Sep 15
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Sep 14 from George Bush Intercontinental to O'Hare Intl., returning Tue, Sep 15, priced at $127 just found
Frontier Airlines
Thu, Dec 3 - Mon, Dec 7
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from George Bush Intercontinental to O'Hare Intl., returning Mon, Dec 7, priced at $130 found 6 days ago
Frontier Airlines
Sun, Sep 6 - Fri, Sep 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Sep 6 from George Bush Intercontinental to O'Hare Intl., returning Fri, Sep 11, priced at $132 found 2 days ago
Frontier Airlines
Fri, Sep 11 - Thu, Sep 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 11 from George Bush Intercontinental to O'Hare Intl., returning Thu, Sep 17, priced at $134 just found
Frontier Airlines
Fri, Sep 11 - Tue, Sep 15
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$135 Roundtrip, found 15 hours ago
$135
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Sep 15, priced at $135 found 15 hours ago
Frontier Airlines
Mon, Sep 14 - Sat, Sep 19
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Sep 14 from George Bush Intercontinental to O'Hare Intl., returning Sat, Sep 19, priced at $137 found 4 days ago
Frontier Airlines
Fri, Sep 11 - Sat, Sep 19
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Sep 11 from George Bush Intercontinental to O'Hare Intl., returning Sat, Sep 19, priced at $139 found 4 days ago
Frontier Airlines
Wed, Sep 30 - Mon, Oct 19
IAH
George Bush Intercontinental
MDW
Midway Intl.
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 30 from George Bush Intercontinental to Midway Intl., returning Mon, Oct 19, priced at $166 found 2 days ago
Frontier Airlines
Sun, Aug 30 - Tue, Sep 1
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Aug 30 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Sep 1, priced at $191 found 4 days ago
Frontier Airlines
Tue, Aug 25 - Wed, Sep 2
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Sep 2, priced at $191 found 3 days ago
Bargain Flight
Fri, Nov 13 - Sun, Nov 15
LGA
LaGuardia
ORD
O'Hare Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Fri, Nov 13 from LaGuardia to O'Hare Intl., returning Sun, Nov 15, priced at $197 found 6 days ago
American Airlines
Fri, Oct 30 - Mon, Nov 2
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$222 Roundtrip, found 7 hours ago
$222
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Oct 30 from George Bush Intercontinental to O'Hare Intl., returning Mon, Nov 2, priced at $222 found 7 hours ago
JetBlue Airways
Fri, Aug 28 - Tue, Sep 1
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$225 Roundtrip, found 5 days ago
$225
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Fri, Aug 28 from John F. Kennedy Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $225 found 5 days ago
Delta
Wed, Aug 26 - Sat, Aug 29
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 26 from John F. Kennedy Intl. to O'Hare Intl., returning Sat, Aug 29, priced at $230 found 1 day ago
American Airlines
Mon, Sep 14 - Thu, Sep 17
IAH
George Bush Intercontinental
RFD
Greater Rockford
$288 Roundtrip, found 4 days ago
$288
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 14 from George Bush Intercontinental to Greater Rockford, returning Thu, Sep 17, priced at $288 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 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 $115, 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 $115 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$115

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! (10,218 reviews)
"The Congress Plaza Hotel was a great choice for location and price. The hotel itself is old. On the one hand, it is great because the lobby has high ceilings and detailed architecture. if it has gold elevators, etc. The rooms are small. However, I would definitely stay there again."

Reviewed on Aug 6, 2026

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Congress Plaza 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! (2,730 reviews)
"Room was ok but cramped. Closet was tiny. The bigger issue was the keycard system was down when I checked in and had to wait > 1 hr to get my key card. Otherwise an ok stay. Would prefer if they had a coffee machine in the room."

Reviewed on Aug 6, 2026

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The Allegro Royal Sonesta Hotel Chicago Loop
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! (2,373 reviews)
"Comfortable hotel in the airport. Staff is friendly and professional. Restaurant and bar were super congenial. Great place to stay on a quick trip to Chicago or on layover."

Reviewed on Aug 6, 2026

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Hilton Chicago O'Hare Airport
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! (2,958 reviews)
"Great stay ! Would def stay there again"

Reviewed on Aug 6, 2026

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Hyatt Regency O'Hare Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,246 reviews)
"It was fine"

Reviewed on Aug 6, 2026

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Hyatt Regency McCormick Place Chicago
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 ...
8.6/10 Excellent! (1,135 reviews)
"Amazing stay, clean room, friendly staff, beautiful rooftop pool."

Reviewed on Aug 6, 2026

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Holiday Inn & Suites Chicago - Downtown by IHG
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 ...
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Club Quarters Hotel, Central Loop, Chicago
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 ...
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Travelodge by Wyndham Downtown Chicago
See all 4,267 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.