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Bolingbrook

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Bolingbrook Flights as Low as $131

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

Frontier Airlines
Sat, Jul 18 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 18 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jul 21, priced at $131 found 2 days ago
Frontier Airlines
Sat, Jul 18 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 18 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jul 21, priced at $142 found 2 days ago
Frontier Airlines
Sat, Aug 22 - Mon, Aug 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$148 Roundtrip, found 4 hours ago
$148
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Aug 24, priced at $148 found 4 hours ago
Frontier Airlines
Sat, Aug 15 - Thu, Sep 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 15 from Los Angeles Intl. to O'Hare Intl., returning Thu, Sep 3, priced at $152 found 3 days ago
Delta
Wed, Aug 12 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 22, priced at $172 found 6 days ago
Bargain Flight
Fri, Aug 21 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$175 Roundtrip, found 4 hours ago
$175
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Fri, Aug 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $175 found 4 hours ago
American Airlines
Wed, Sep 16 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 29, priced at $197 found 1 day ago
Bargain Flight
Sat, Jul 4 - Tue, Jul 7
RDU
Raleigh - Durham Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Jul 4 from Raleigh - Durham Intl. to O'Hare Intl., returning Tue, Jul 7, priced at $202 found 1 day ago
American Airlines
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jul 4, priced at $245 found 3 days ago
Alaska Airlines
Wed, Aug 5 - Wed, Aug 19
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Aug 5 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Aug 19, priced at $249 found 2 days ago
Frontier Airlines
Tue, Jul 14 - Sat, Jul 18
RDU
Raleigh - Durham Intl.
MDW
Midway Intl.
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jul 14 from Raleigh - Durham Intl. to Midway Intl., returning Sat, Jul 18, priced at $258 found 3 days ago
Delta
Tue, Aug 18 - Wed, Aug 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$266 Roundtrip, found 5 days ago
$266
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 18 from Los Angeles Intl. to Midway Intl., returning Wed, Aug 19, priced at $266 found 5 days ago
Frontier Airlines
Sun, Jun 21 - Wed, Jun 24
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$295 Roundtrip, found 6 days ago
$295
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Jun 21 from Sky Harbor Intl. to Midway Intl., returning Wed, Jun 24, priced at $295 found 6 days ago
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$332 Roundtrip, found 6 days ago
$332
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $332 found 6 days ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$353 Roundtrip, found 4 hours ago
$353
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $353 found 4 hours ago
JetBlue Airways
Sat, Jul 25 - Wed, Aug 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$373 Roundtrip, found 7 hours ago
$373
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, Jul 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 5, priced at $373 found 7 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 July, 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 14 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 $131, 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 $131 right now, why wait?

Bolingbrook Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$131

Last Minute Hotel Deals in Bolingbrook

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! (10,182 reviews)
"I am not a negative or difficult guest and it takes a lot for me to leave a negative review, but somehow this place had good reviews when I booked, and how awful it was affected my stay in downtown Chicago, so I feel compelled to warn others. Carpets were literally sticky. Disgusting. Shaved facial ..."

Reviewed on Jun 6, 2026

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Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,620 reviews)
"Very helpful, polite and nice staff. Clean and confortable rooms. Close to airport."

Reviewed on Jun 5, 2026

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Hyatt Regency O'Hare Chicago
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! (2,239 reviews)
"I had an amazing time in Chicago, not one complaint. Everyone was pleasant and my room was clean."

Reviewed on Jun 4, 2026

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Crowne Plaza Chicago West Loop 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! (2,477 reviews)
"Check in was horrible. The longest lines you can imagine….face me 250 Hilton points….not useful for me. Property is beautiful if you look closely but it is not well maintained."

Reviewed on Jun 4, 2026

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Palmer House a Hilton Hotel
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! (2,760 reviews)
"Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great"

Reviewed on Jun 6, 2026

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Hotel Felix River North/Magnificent Mile
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! (2,362 reviews)
"Paid for a skyview of Chicago but I end up getting a view of the brickwalls and other windows. I was so disappointed."

Reviewed on Jun 6, 2026

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Holiday Inn Chicago Dwtn - The Mart by IHG
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! (2,834 reviews)
"The highlight of this hotel, aside from it's obvious beauty and charm, is the staff. I had an issue with my room when I arrived, and they took immediate action to move me to a better suited room. Everyone I spoke to, from check in to bag holding to the gift shop, was kind, helpful, and eager to help. ..."

Reviewed on Jun 5, 2026

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Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,605 reviews)
"Great walking location to Grant Park & Millennium Park. Also close to bus stops"

Reviewed on Jun 5, 2026

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Travelodge by Wyndham Downtown Chicago
See all 4,380 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.