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Bolingbrook

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Bolingbrook Flights as Low as $86

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

Spirit Airlines
Thu, May 29 - Sun, Jun 1
TPA
Tampa Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 29 from Tampa Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $86 found 3 days ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
TPA
Tampa Intl.
MDW
Midway Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Tampa Intl. to Midway Intl., returning Sun, Jun 1, priced at $96 found 3 days ago
Frontier Airlines
Sat, May 24 - Thu, May 29
TPA
Tampa Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 2 days ago
$96
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Tampa Intl. to O'Hare Intl., returning Thu, May 29, priced at $96 found 2 days ago
Spirit Airlines
Sat, May 24 - Sun, May 25
TPA
Tampa Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, May 24 from Tampa Intl. to O'Hare Intl., returning Sun, May 25, priced at $98 found 2 days ago
Frontier Airlines
Mon, Jun 30 - Wed, Jul 9
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jun 30 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Wed, Jul 9, priced at $99 found 4 days ago
Frontier Airlines
Sat, May 24 - Sat, Jun 14
DEN
Denver Intl.
ORD
O'Hare Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver Intl. to O'Hare Intl., returning Sat, Jun 14, priced at $109 found 4 days ago
Spirit Airlines
Sun, May 25 - Thu, May 29
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, May 25 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, May 29, priced at $112 found 1 day ago
United
Tue, Jul 1 - Tue, Jul 8
DEN
Denver Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jul 1 from Denver Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $154 found 3 days ago
Bargain Flight
Thu, May 22 - Mon, May 26
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, May 22 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, May 26, priced at $159 found 6 days ago
American Airlines
Fri, Jul 4 - Tue, Jul 8
TPA
Tampa Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 4 from Tampa Intl. to O'Hare Intl., returning Tue, Jul 8, priced at $163 found 2 days ago
Sun Country Airlines
Fri, Jun 13 - Fri, Jun 27
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Fri, Jun 27, priced at $169 found 5 days ago
Frontier Airlines
Sat, May 24 - Tue, May 27
DEN
Denver Intl.
MDW
Midway Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver Intl. to Midway Intl., returning Tue, May 27, priced at $171 found 3 days ago
Delta
Wed, May 28 - Thu, May 29
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$179 Roundtrip, found 22 hours ago
$179
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, May 28 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, May 29, priced at $179 found 22 hours ago
Frontier Airlines
Mon, May 19 - Thu, May 29
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$182 Roundtrip, found 13 hours ago
$182
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Mon, May 19 from Minneapolis - St. Paul Intl. to Midway Intl., returning Thu, May 29, priced at $182 found 13 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Thu, Jun 19 - Sun, Jun 22
DEN
Denver Intl.
ORD
O'Hare Intl.
$332 Roundtrip, found 3 hours ago
$332
Roundtrip
found 3 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Jun 19 from Denver Intl. to O'Hare Intl., returning Sun, Jun 22, priced at $332 found 3 hours ago
JetBlue Airways
Sat, May 17 - Mon, May 19
TPA
Tampa Intl.
ORD
O'Hare Intl.
$438 Roundtrip, found 6 hours ago
$438
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, May 17 from Tampa Intl. to O'Hare Intl., returning Mon, May 19, priced at $438 found 6 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 May, 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 $86, 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 $86 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

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $157 per night from May 26 to May 27
$157
includes taxes & fees
May 26 - May 27
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! (8,749 reviews)
"Great!"

Reviewed on May 4, 2025

Congress Plaza Hotel
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
The price is $219 per night from May 26 to May 27
$219
includes taxes & fees
May 26 - May 27
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 ...
8.6/10 Excellent! (1,561 reviews)
"When we checked in the man who checked us in, didn't give us the details of the hotel (pool times and locations, hours of bar and restaurant). Luckily I was listening to the girls who were checking in the other guests. Remainder of the stay was amazing. Room was clean"

Reviewed on May 4, 2025

Holiday Inn Chicago Dwtn - The Mart by IHG
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4 out of 5
171 W Randolph St, Chicago, IL
The price is $232 per night from May 26 to May 27
$232
includes taxes & fees
May 26 - May 27
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...
8.8/10 Excellent! (1,686 reviews)
"Overall this property is lovely. The public areas are plentiful and feel luxuriously hip and comfortable. Though compact, the gym was great, lots of equipment in a very shareable space. Everything was clean and comfortable in the room. My room was at the end of the building above the metro track, ..."

Reviewed on May 3, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
The price is $166 per night from May 7 to May 8
$166
includes taxes & fees
May 7 - May 8
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! (1,634 reviews)
"Staff was helpful. Great location with plenty of dining options in the area"

Reviewed on May 3, 2025

Hotel Felix River North/Magnificent Mile
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
The price is $133 per night from May 27 to May 28
$133
includes taxes & fees
May 27 - May 28
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! (1,021 reviews)
"Satisfied with the overall stay."

Reviewed on May 4, 2025

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
The price is $173 per night from May 18 to May 19
$173
includes taxes & fees
May 18 - May 19
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! (1,539 reviews)
"It worked for a quick business trip, had everything I needed. The airport shuttle service was great so I didn’t have to use rideshare"

Reviewed on May 2, 2025

Hyatt Regency O'Hare Chicago
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
The price is $109 per night from May 27 to May 28
$109
includes taxes & fees
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,516 reviews)
"The staff was amazing and super helpful. The valet parking was a fantastic bonus. The facility was clean and modern and located in a beautiful spot for the price. All around A experience."

Reviewed on May 1, 2025

Best Western Grant Park Hotel
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
The price is $190 per night from May 26 to May 27
$190
includes taxes & fees
May 26 - May 27
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,710 reviews)
"Near the art institute and all of the Loop attractions. Very nice staff."

Reviewed on May 3, 2025

Palmer House a Hilton Hotel
See all 3,874 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.