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Bolingbrook

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Bolingbrook Flights as Low as $68

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

Frontier Airlines
Wed, Feb 19 - Tue, Feb 25
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$68 Roundtrip, found 15 hours ago
$68
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Feb 25, priced at $68 found 15 hours ago
Frontier Airlines
Wed, Feb 19 - Tue, Feb 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 15 hours ago
$68
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Feb 25, priced at $68 found 15 hours ago
Spirit Airlines
Sat, Feb 1 - Mon, Feb 3
LGA
LaGuardia
ORD
O'Hare Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Feb 1 from LaGuardia to O'Hare Intl., returning Mon, Feb 3, priced at $86 found 1 day ago
Spirit Airlines
Tue, Mar 4 - Sun, Mar 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 3 hours ago
$108
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Mar 4 from Los Angeles Intl. to O'Hare Intl., returning Sun, Mar 9, priced at $108 found 3 hours ago
Frontier Airlines
Fri, Jan 31 - Tue, Feb 4
LAX
Los Angeles Intl.
MDW
Midway Intl.
$140 Roundtrip, found 20 hours ago
$140
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Fri, Jan 31 from Los Angeles Intl. to Midway Intl., returning Tue, Feb 4, priced at $140 found 20 hours ago
Spirit Airlines
Tue, Feb 4 - Tue, Feb 11
SEA
Seattle - Tacoma Intl.
ORD
O'Hare Intl.
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Feb 4 from Seattle - Tacoma Intl. to O'Hare Intl., returning Tue, Feb 11, priced at $142 found 5 days ago
United
Mon, Mar 10 - Tue, Mar 25
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select United flight, departing Mon, Mar 10 from LaGuardia to O'Hare Intl., returning Tue, Mar 25, priced at $147 found 2 days ago
Delta
Mon, Mar 10 - Tue, Mar 25
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Mar 10 from LaGuardia to O'Hare Intl., returning Tue, Mar 25, priced at $147 found 2 days ago
American Airlines
Sat, Mar 8 - Sat, Mar 15
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Mar 8 from LaGuardia to O'Hare Intl., returning Sat, Mar 15, priced at $147 found 2 days ago
Alaska Airlines
Sat, Feb 8 - Sat, Feb 15
SEA
Seattle - Tacoma Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 13 hours ago
$169
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Sat, Feb 8 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sat, Feb 15, priced at $169 found 13 hours ago
Contour Airlines
Wed, Feb 12 - Thu, Feb 13
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Wed, Feb 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Feb 13, priced at $189 found 1 day ago
Delta
Wed, Feb 19 - Tue, Feb 25
DAL
Love Field
ORD
O'Hare Intl.
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Feb 19 from Love Field to O'Hare Intl., returning Tue, Feb 25, priced at $197 found 15 hours ago
Delta
Wed, Feb 19 - Tue, Feb 25
DAL
Love Field
MDW
Midway Intl.
$208 Roundtrip, found 15 hours ago
$208
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Feb 19 from Love Field to Midway Intl., returning Tue, Feb 25, priced at $208 found 15 hours ago
Frontier Airlines
Thu, Jan 23 - Sun, Jan 26
LGA
LaGuardia
MDW
Midway Intl.
$237 Roundtrip, found 11 hours ago
$237
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Jan 23 from LaGuardia to Midway Intl., returning Sun, Jan 26, priced at $237 found 11 hours ago
Frontier Airlines
Thu, Jan 23 - Sun, Feb 2
SEA
Seattle - Tacoma Intl.
MDW
Midway Intl.
$276 Roundtrip, found 1 hour ago
$276
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Seattle - Tacoma Intl. to Midway Intl., returning Sun, Feb 2, priced at $276 found 1 hour ago
JetBlue Airways
Wed, Jan 29 - Sat, Feb 1
LGA
LaGuardia
ORD
O'Hare Intl.
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jan 29 from LaGuardia to O'Hare Intl., returning Sat, Feb 1, priced at $350 found 1 day 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 February, 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 $68, 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 $68 right now, why wait?

Bolingbrook Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$68

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 $126 per night from Jan 20 to Jan 21
$126
includes taxes & fees
Jan 20 - Jan 21
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! (8,385 reviews)
"The view from our room"

Reviewed on Jan 15, 2025

Congress Plaza Hotel
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
The price is $101 per night from Jan 20 to Jan 21
$101
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,646 reviews)
"I stayed at this hotel twice before I flew out of US and after I flew back to US. The hotel provided me nice rest before and after the long haul flights. The hotel and its adjacent "Park n' Jet" shared the same shuttle to transport guests between airport and hotel. It was convenient, one shuttle ..."

Reviewed on Jan 16, 2025

Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
The price is $141 per night from Jan 30 to Jan 31
$141
includes taxes & fees
Jan 30 - Jan 31
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! (1,336 reviews)
"They closed the restaurant on property which had really good food in the past. Disappointed in that."

Reviewed on Jan 16, 2025

Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
The price is $113 per night from Feb 1 to Feb 2
$113
includes taxes & fees
Feb 1 - Feb 2
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,320 reviews)
"Nice old hotel in Chicago. Very walkable and easy access to restaurants. We did switch rooms as our first room had a view of some sort of beam or something. But I think that's going to be the case with many of these older buildings that are built tight and right next to each other."

Reviewed on Jan 13, 2025

Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $173 per night from Jan 24 to Jan 25
$173
includes taxes & fees
Jan 24 - Jan 25
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,615 reviews)
"This is an exquisite hotel and I will stay there every time I visit."

Reviewed on Jan 16, 2025

Hilton Chicago
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 $125 per night from Feb 7 to Feb 8
$125
includes taxes & fees
Feb 7 - Feb 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! (1,419 reviews)
"I enjoyed my stay! Quiet, clean, a wonderful staff, and a pleasant experience overall. I had an unexpected travel delay and the staff were more than willing to assist me, which I will always appreciate. The view from the top floor is nice as well!"

Reviewed on Jan 15, 2025

Hotel Felix River North/Magnificent Mile
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
The price is $281 per night from Jan 24 to Jan 25
$281
includes taxes & fees
Jan 24 - Jan 25
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 ...
7.8/10 Good! (2,036 reviews)
"Loved being at the airport for ease of overlay"

Reviewed on Jan 16, 2025

Hilton Chicago O'Hare Airport
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
The price is $188 per night from Jan 24 to Jan 25
$188
includes taxes & fees
Jan 24 - Jan 25
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! (1,572 reviews)
"Great Gym Great location Very nice service"

Reviewed on Jan 16, 2025

Palmer House a Hilton Hotel
See all 3,805 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.