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Bolingbrook

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Bolingbrook Flights as Low as $70

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

Frontier Airlines
Tue, May 12 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$70 Roundtrip, found 2 hours ago
$70
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, May 19, priced at $70 found 2 hours ago
Frontier Airlines
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 17 hours ago
$76
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $76 found 17 hours ago
Spirit Airlines
Wed, May 27 - Tue, Jun 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$116 Roundtrip, found 17 hours ago
$116
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, May 27 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jun 9, priced at $116 found 17 hours ago
Spirit Airlines
Tue, Aug 25 - Tue, Sep 1
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Aug 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $118 found 7 hours ago
Delta
Wed, May 20 - Sun, May 24
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, May 20 from Dallas-Fort Worth Intl. to Midway Intl., returning Sun, May 24, priced at $133 found 4 days ago
Delta
Sat, May 23 - Thu, May 28
BOS
Logan Intl.
ORD
O'Hare Intl.
$141 Roundtrip, found 2 days ago
$141
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 23 from Logan Intl. to O'Hare Intl., returning Thu, May 28, priced at $141 found 2 days ago
JetBlue Airways
Wed, May 13 - Tue, May 26
BOS
Logan Intl.
ORD
O'Hare Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, May 13 from Logan Intl. to O'Hare Intl., returning Tue, May 26, priced at $151 found 2 days ago
Frontier Airlines
Thu, Apr 30 - Sun, May 3
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$164 Roundtrip, found 3 hours ago
$164
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Charlotte-Douglas Intl. to O'Hare Intl., returning Sun, May 3, priced at $164 found 3 hours ago
Bargain Flight
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $165 found 1 day ago
American Airlines
Tue, Jun 30 - Tue, Aug 4
BOS
Logan Intl.
RFD
Greater Rockford
$167 Roundtrip, found 17 hours ago
$167
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jun 30 from Logan Intl. to Greater Rockford, returning Tue, Aug 4, priced at $167 found 17 hours ago
Delta
Tue, Jun 2 - Fri, Jun 5
BOS
Logan Intl.
MDW
Midway Intl.
$173 Roundtrip, found 4 days ago
$173
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jun 2 from Logan Intl. to Midway Intl., returning Fri, Jun 5, priced at $173 found 4 days ago
Delta
Tue, Jun 2 - Wed, Jun 3
DAL
Love Field
MDW
Midway Intl.
$183 Roundtrip, found 4 days ago
$183
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jun 2 from Love Field to Midway Intl., returning Wed, Jun 3, priced at $183 found 4 days ago
Delta
Tue, Aug 25 - Tue, Sep 1
DAL
Love Field
ORD
O'Hare Intl.
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 25 from Love Field to O'Hare Intl., returning Tue, Sep 1, priced at $211 found 4 days ago
American Airlines
Fri, May 15 - Mon, May 18
CLT
Charlotte-Douglas Intl.
RFD
Greater Rockford
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, May 15 from Charlotte-Douglas Intl. to Greater Rockford, returning Mon, May 18, priced at $265 found 4 days ago
Delta
Tue, Sep 8 - Tue, Sep 15
CLT
Charlotte-Douglas Intl.
MDW
Midway Intl.
$279 Roundtrip, found 17 hours ago
$279
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Sep 8 from Charlotte-Douglas Intl. to Midway Intl., returning Tue, Sep 15, priced at $279 found 17 hours ago
American Airlines
Thu, May 14 - Mon, May 18
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, May 14 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Mon, May 18, priced at $304 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 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 $70, 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 $70 right now, why wait?

Bolingbrook Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$70

Last Minute Hotel Deals in Bolingbrook

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,643 reviews)
Staff was so kind and great!

Reviewed on Apr 26, 2026

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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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (3,464 reviews)
I was only in town for one day. But it was an easy seamless check-in. The room was clean and bathroom was clean. Everything in the room work and I had no need to call or any assistance. The checkout was very simple was done on my phone as I walk down the hallway before leaving.

Reviewed on Apr 26, 2026

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Club Quarters Hotel, Central Loop, Chicago
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,145 reviews)
A family emergency came up that shortly after booking prevented me from being able to attend at all. Expedia approved for a full refund and needing the hotel's acceptance reached out in multiple ways including an email requesting acceptance of such but we have not heard back and it is now the next ...

Reviewed on Apr 26, 2026

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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
Book a stay at this 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! (2,284 reviews)
.

Reviewed on Apr 26, 2026

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Holiday Inn Chicago Dwtn - The Mart by IHG
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,413 reviews)
the place is outdated and not well maintained. certainly does not deserve more than 2 Stars. the location is excellent and staff was helpful. But, place is not clean, bathroom was very tight. I paid for an update because standard rooms were so small. But the carpet does not have a clean look, walls ...

Reviewed on Apr 26, 2026

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Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,755 reviews)
I purchased a Lake View Room, when I arrived they said my room was not available yet and moved me to another room. I could see the lake only if I stood behind the T.V. All three windows had no view at all. When I brought it up to staff they said that the room qualified as a Lake View and would not ...

Reviewed on Apr 25, 2026

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Hilton Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
8.6/10 Excellent! (2,100 reviews)
Room was clean , staff was good too .

Reviewed on Apr 26, 2026

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Central Loop 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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,122 reviews)
We arrived and were greeted upon arrival. Check in went smooth and the staff was very friendly. We headed to the room (17th floor the very top floor). Once arrived in the room. It was very clean. A tad crowded with furniture. Every room has a small patio. We checked it out. The rails for the patios ...

Reviewed on Apr 26, 2026

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Crowne Plaza Chicago West Loop by IHG
See all 4,429 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.