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 $91

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

Spirit Airlines
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $91 found 1 day ago
United
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $91 found 1 day ago
American Airlines
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $91 found 1 day ago
Spirit Airlines
Thu, Nov 6 - Sat, Nov 8
LGA
LaGuardia
ORD
O'Hare Intl.
$102 Roundtrip, found 16 hours ago
$102
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Thu, Nov 6 from LaGuardia to O'Hare Intl., returning Sat, Nov 8, priced at $102 found 16 hours ago
American Airlines
Thu, Aug 21 - Sun, Aug 24
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Aug 21 from Ronald Reagan Washington National to O'Hare Intl., returning Sun, Aug 24, priced at $108 found 4 days ago
Delta
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $137 found 1 day ago
Spirit Airlines
Wed, Oct 15 - Sun, Oct 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 22 hours ago
$140
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Wed, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Sun, Oct 19, priced at $140 found 22 hours ago
American Airlines
Tue, Sep 9 - Sat, Sep 13
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 9 from Sky Harbor Intl. to O'Hare Intl., returning Sat, Sep 13, priced at $149 found 1 day ago
Frontier Airlines
Sat, Aug 23 - Thu, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Los Angeles Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $177 found 3 days ago
Frontier Airlines
Thu, Aug 28 - Thu, Sep 4
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Sky Harbor Intl. to Midway Intl., returning Thu, Sep 4, priced at $197 found 1 day ago
Delta
Tue, Aug 19 - Mon, Aug 25
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 19 from Ronald Reagan Washington National to Midway Intl., returning Mon, Aug 25, priced at $199 found 1 day ago
Hawaiian Airlines
Tue, Oct 7 - Wed, Oct 15
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Oct 15, priced at $203 found 3 days ago
Alaska Airlines
Tue, Oct 14 - Mon, Oct 27
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Oct 14 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $204 found 1 day ago
Delta
Tue, Nov 4 - Tue, Nov 11
LGA
LaGuardia
MDW
Midway Intl.
$217 Roundtrip, found 16 hours ago
$217
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Nov 4 from LaGuardia to Midway Intl., returning Tue, Nov 11, priced at $217 found 16 hours ago
JetBlue Airways
Fri, Aug 22 - Tue, Aug 26
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$223 Roundtrip, found 4 days ago
$223
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Aug 22 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, Aug 26, priced at $223 found 4 days ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, just found
$251
Roundtrip
just found
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $251 just found

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 16 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 $91, 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 $91 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$63

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 free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,936 reviews)
"Historical place to stay if in Chicago"

Reviewed on Jul 10, 2025

Get rates
Congress Plaza Hotel
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
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,235 reviews)
"Nice room & staff. had a balcony"

Reviewed on Jul 9, 2025

Get rates
Crowne Plaza Chicago West Loop by IHG
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,844 reviews)
"Great location"

Reviewed on Jul 8, 2025

Get rates
Hotel Felix River North/Magnificent Mile
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 eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,713 reviews)
"Great facility! Clean and wonderful staff"

Reviewed on Jul 6, 2025

Get rates
Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (2,065 reviews)
"Super convenient for an early morning flight, and surprisingly quiet considering it’s only steps from the terminal."

Reviewed on Jul 10, 2025

Get rates
Hilton Chicago O'Hare Airport
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,698 reviews)
"Our stay was great & in an amazing area! Definitely coming back to this location."

Reviewed on Jul 9, 2025

Get rates
Holiday Inn Chicago Dwtn - The Mart 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 ...
7/10 Good! (2,227 reviews)
"This hotel is old and needs updated. The ac is a window unit and the heater was a standalone in the room. It felt almost like and old New York City apartment. It was fairly clean however. The price was very affordable and it was only a block from the subway. The staff was excellent. The woman who ..."

Reviewed on Jul 9, 2025

Get rates
Travelodge by Wyndham Downtown Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 out of 5
5440 N River Rd, Rosemont, IL
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (2,285 reviews)
Good stay for the money
"Overall our stay was great. Amenities were good, bed was comfortable, room was clean and spacious. Our only complaint was the dirty dishes left in the hallway outside of the room next door. We were there for three days, dirty dishes were in the hall before we checked in and still there when we checked ..."

Reviewed on Jul 10, 2025

Get rates
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 4,065 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.