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 $43

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Delta
United
American Airlines
United
Hawaiian Airlines
Alaska Airlines
Delta
Delta
JetBlue Airways

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 March, 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 $43, 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 $43 right now, why wait?

Bolingbrook Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$42

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 $115 per night from Feb 19 to Feb 20
$115
includes taxes & fees
Feb 19 - Feb 20
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! (8,508 reviews)
"The city"

Reviewed on Feb 18, 2025

Congress Plaza Hotel
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $204 per night from Feb 28 to Mar 1
$204
includes taxes & fees
Feb 28 - Mar 1
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! (1,646 reviews)
"Everything was perfect!"

Reviewed on Feb 15, 2025

Hilton Chicago
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is $132 per night from Feb 21 to Feb 22
$132
includes taxes & fees
Feb 21 - Feb 22
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 ...
8.4/10 Very Good! (1,285 reviews)
"Loved the Park and fly."

Reviewed on Feb 16, 2025

Hyatt Regency O'Hare 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 $119 per night from Feb 19 to Feb 20
$119
includes taxes & fees
Feb 19 - Feb 20
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! (1,466 reviews)
"Staff are very nice and helpful. The rooms are good size."

Reviewed on Feb 16, 2025

Hotel Felix River North/Magnificent Mile
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 24 to Feb 25
$113
includes taxes & fees
Feb 24 - Feb 25
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! (3,384 reviews)
"We had a great time, hotel and staff were great"

Reviewed on Feb 18, 2025

Club Quarters Hotel, Central Loop, 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 $79 per night from Feb 24 to Feb 25
$79
includes taxes & fees
Feb 24 - Feb 25
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! (2,507 reviews)
Nice Hotel, Not Enough Parking for Valet
"Very nice hotel in a great location. Be forwarned that they apparently don't have a large parking space for valet and you might be out of luck. Not fun wasting time driving around trying to find an overnight lot."

Reviewed on Feb 16, 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 $199 per night from Feb 28 to Mar 1
$199
includes taxes & fees
Feb 28 - Mar 1
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! (1,616 reviews)
"Its was good!"

Reviewed on Feb 15, 2025

Palmer House a Hilton 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 Feb 23 to Feb 24
$101
includes taxes & fees
Feb 23 - Feb 24
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! (1,730 reviews)
"S"

Reviewed on Feb 16, 2025

Hampton Inn Chicago-O'Hare International Airport
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.