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Bolingbrook

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Bolingbrook Flights as Low as $111

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

Frontier Airlines
Wed, May 28 - Mon, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 28 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Jun 2, priced at $111 found 5 days ago
Spirit Airlines
Sun, May 18 - Tue, May 20
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$132 Roundtrip, found 15 hours ago
$132
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sun, May 18 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Tue, May 20, priced at $132 found 15 hours ago
Spirit Airlines
Sun, May 18 - Thu, May 22
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$142 Roundtrip, found 13 hours ago
$142
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Sun, May 18 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, May 22, priced at $142 found 13 hours ago
Frontier Airlines
Fri, May 30 - Mon, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 30 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Jun 2, priced at $143 found 2 days ago
Frontier Airlines
Wed, May 28 - Fri, May 30
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 28 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Fri, May 30, priced at $145 found 5 days ago
Spirit Airlines
Sun, Jun 1 - Thu, Jun 5
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$150 Roundtrip, found 6 hours ago
$150
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sun, Jun 1 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Jun 5, priced at $150 found 6 hours ago
Spirit Airlines
Thu, May 15 - Thu, May 22
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 15 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, May 22, priced at $150 found 4 days ago
Spirit Airlines
Thu, May 22 - Fri, May 30
RSW
Southwest Florida Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, May 30, priced at $167 found 4 days ago
Bargain Flight
Thu, May 22 - Sun, May 25
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$168 Roundtrip, found 10 hours ago
$168
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Thu, May 22 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Sun, May 25, priced at $168 found 10 hours ago
Delta
Sat, Jun 7 - Sat, Jun 7
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$191 Roundtrip, found 15 hours ago
$191
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Jun 7 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Sat, Jun 7, priced at $191 found 15 hours ago
American Airlines
Sat, Jun 14 - Wed, Jun 18
GSO
Piedmont Triad Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 14 from Piedmont Triad Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $203 found 1 day ago
JetBlue Airways
Wed, May 28 - Wed, Jun 4
RSW
Southwest Florida Intl.
ORD
O'Hare Intl.
$214 Roundtrip, found 5 days ago
$214
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, May 28 from Southwest Florida Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $214 found 5 days ago
Delta
Sat, Jun 21 - Sat, Jun 21
RSW
Southwest Florida Intl.
MDW
Midway Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jun 21 from Southwest Florida Intl. to Midway Intl., returning Sat, Jun 21, priced at $215 found 1 day ago
Delta
Sun, May 25 - Tue, Jun 3
GSO
Piedmont Triad Intl.
MDW
Midway Intl.
$222 Roundtrip, found 20 hours ago
$222
Roundtrip
found 20 hours ago
Select Delta flight, departing Sun, May 25 from Piedmont Triad Intl. to Midway Intl., returning Tue, Jun 3, priced at $222 found 20 hours ago
Delta
Thu, May 1 - Tue, May 6
HSV
Huntsville Intl.
MDW
Midway Intl.
$311 Roundtrip, found 12 hours ago
$311
Roundtrip
found 12 hours ago
Select Delta flight, departing Thu, May 1 from Huntsville Intl. to Midway Intl., returning Tue, May 6, priced at $311 found 12 hours ago
Alaska Airlines
Mon, Jun 30 - Sun, Jul 6
RSW
Southwest Florida Intl.
ORD
O'Hare Intl.
$11,654 Roundtrip, found 5 days ago
$11,654
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Jun 30 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 6, priced at $11,654 found 5 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 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 $111, 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 $111 right now, why wait?

Bolingbrook Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$82

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 $189 per night from May 27 to May 28
$189
includes taxes & fees
May 27 - May 28
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! (8,729 reviews)
"Amazing stay and people"

Reviewed on Apr 28, 2025

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
The price is $232 per night from May 11 to May 12
$232
includes taxes & fees
May 11 - May 12
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! (1,672 reviews)
"Lovely old hotel well maintained. Close to so many sights."

Reviewed on Apr 27, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
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 $129 per night from May 26 to May 27
$129
includes taxes & fees
May 26 - May 27
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)
"Great stay."

Reviewed on Apr 28, 2025

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
The price is $138 per night from May 1 to May 2
$138
includes taxes & fees
May 1 - May 2
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! (1,614 reviews)
"I loved the coffee in the morning, and the water at night. The staff was so helpful with our taxi and bus issues. It was nice and quiet at night, and we got a good night’s sleep. Thank you for a wonderful stay!"

Reviewed on Apr 27, 2025

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
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! (1,527 reviews)
"Great classic Hyatt hotel!"

Reviewed on Apr 29, 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 $105 per night from May 26 to May 27
$105
includes taxes & fees
May 26 - May 27
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! (2,519 reviews)
"Park and lake really close"

Reviewed on Apr 26, 2025

Best Western Grant Park 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 $175 per night from May 26 to May 27
$175
includes taxes & fees
May 26 - May 27
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 ...
8.6/10 Excellent! (3,392 reviews)
"Staff was very friendly"

Reviewed on Apr 26, 2025

Club Quarters Hotel, Central Loop, Chicago
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 $200 per night from May 26 to May 27
$200
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 ...
8.8/10 Excellent! (1,547 reviews)
"Close to all the attractions near the Merchandise Mart. Great views from the 15th floor bar."

Reviewed on Apr 29, 2025

Holiday Inn Chicago Dwtn - The Mart by IHG
See all 3,861 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.