Cheap flights To Bolingbrook (CHI) from $39

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Cheap Flights to Bolingbrook from $39 One Way, $78 Round Trip

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

Thu, Oct 29 - Sun, Nov 1
BNA
Nashville Intl.
RFD
Greater Rockford
$78 Roundtrip, found 17 hours ago
$78
Roundtrip
found 17 hours ago
Select Allegiant Air flight, departing Thu, Oct 29 from Nashville Intl. to Greater Rockford, returning Sun, Nov 1, priced at $78 found 17 hours ago
Thu, Nov 5 - Sun, Nov 8
BNA
Nashville Intl.
RFD
Greater Rockford
$81 Roundtrip, found 1 day ago
$81
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Nov 5 from Nashville Intl. to Greater Rockford, returning Sun, Nov 8, priced at $81 found 1 day ago
Thu, Oct 22 - Sun, Oct 25
BNA
Nashville Intl.
RFD
Greater Rockford
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Oct 22 from Nashville Intl. to Greater Rockford, returning Sun, Oct 25, priced at $99 found 2 days ago
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Sanford Intl. to Greater Rockford, returning Mon, Nov 16, priced at $104 found 4 days ago
Thu, Oct 22 - Sun, Oct 25
BNA
Nashville Intl.
RFD
Greater Rockford
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Oct 22 from Nashville Intl. to Greater Rockford, returning Sun, Oct 25, priced at $107 found 1 day ago
Thu, Oct 22 - Sun, Oct 25
BNA
Nashville Intl.
RFD
Greater Rockford
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Thu, Oct 22 from Nashville Intl. to Greater Rockford, returning Sun, Oct 25, priced at $109 found 6 days ago
Fri, Nov 6 - Mon, Nov 9
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Greater Rockford, returning Mon, Nov 9, priced at $111 found 2 days ago
Fri, Dec 4 - Wed, Dec 9
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to Greater Rockford, returning Wed, Dec 9, priced at $114 found 6 days ago
Thu, Jan 21 - Thu, Jan 28
PGD
Punta Gorda Airport
MDW
Midway Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Thu, Jan 21 from Punta Gorda Airport to Midway Intl., returning Thu, Jan 28, priced at $137 found 3 days ago
Sat, Nov 7 - Sun, Nov 8
PGD
Punta Gorda Airport
RFD
Greater Rockford
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sat, Nov 7 from Punta Gorda Airport to Greater Rockford, returning Sun, Nov 8, priced at $140 found 4 days ago

Bolingbrook Flight Information

Traveling To
Bolingbrook
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Allegiant Air
Flight Price
$78
Earliest Departing Flight
Latest Departing Flight

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Bolingbrook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Grand Geneva Resort & Spa
4.0-star property

Grand Geneva Resort & Spa

Dec 4 - Dec 7

3 night stay

Baltimore (BWI) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $946, price is now $634 per person
$634
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Nov 11 - Nov 15

4 night stay

Baltimore (BWI) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Baltimore (BWI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,252, price is now $767 per person
$767
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Nov 11 - Nov 15

4 night stay

Baltimore (BWI) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Baltimore (BWI)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,710, price is now $1,075 per person
$1,075
per person
found 1 day ago
Don't see what you're looking for?
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Bolingbrook premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 4 - Dec 7

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $804, price is now $606 per person
$606
per person
found 7 hours ago
Everything was great. Provide microwaves.

Reviewed on Oct 8, 2026

The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (179 reviews)

Nov 13 - Nov 15

2 night stay

Houston (IAH) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $983, price is now $740 per person
$740
per person
found 1 hour ago

Sonesta Chicago O'Hare Airport Rosemont
3.0-star property

Sonesta Chicago O'Hare Airport Rosemont

8.8/10 Excellent! (1,642 reviews)

Nov 20 - Nov 28

8 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,126, price is now $883 per person
$883
per person
found 1 day ago
Abigail at the front desk was very welcoming. All staff were helpful and cheery. Great airport shuttle service. Loved Happy hour at Harry Carey bar. Walked there from MMF rental car facility.

Reviewed on Oct 8, 2026

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Bolingbrook business class flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont
3.0-star property

Sonesta Chicago O'Hare Airport Rosemont

8.8/10 Excellent! (1,642 reviews)

Nov 26 - Nov 29

3 night stay

Baltimore (BWI) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $844, price is now $762 per person
$762
per person
found 2 hours ago
Abigail at the front desk was very welcoming. All staff were helpful and cheery. Great airport shuttle service. Loved Happy hour at Harry Carey bar. Walked there from MMF rental car facility.

Reviewed on Oct 8, 2026

Wyndham Garden Elk Grove Village/O'Hare
3.0-star property

Wyndham Garden Elk Grove Village/O'Hare

8.6/10 Excellent! (1,010 reviews)

Nov 26 - Nov 29

3 night stay

Baltimore (BWI) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $848, price is now $771 per person
$771
per person
found 2 hours ago
🍉

Reviewed on Oct 8, 2026

Wyndham Chicago O'Hare
3.0-star property

Wyndham Chicago O'Hare

8.6/10 Excellent! (1,004 reviews)

Nov 26 - Nov 29

3 night stay

Baltimore (BWI) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $902, price is now $839 per person
$839
per person
found 2 hours ago
Housekeeping staff very noisy Sunday morning at 7-8 am vacuuming the hallway while we try to sleep in? The were cleaning the net door room and they were slammed the doors and walls the toilet seat!! Very noisy And it was 10:09 when she when and knocked out he door twice when I already said we still in the room keep on mind the check out supposed be at 11:00 I DO NOT RECOMMEND you stay on this hotel! I was on the second floor hopefully the GM do something about it!

Reviewed on Oct 5, 2026

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See all available trips from Baltimore to Bolingbrook
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Bolingbrook first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Glen Club
4.0-star property

The Glen Club

9/10 Wonderful! (394 reviews)

Nov 16 - Nov 23

7 night stay

Dallas (DFW) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,383, price is now $1,117 per person
$1,117
per person
found 1 day ago

Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,000 reviews)

Nov 17 - Nov 24

7 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Dallas (DFW)

American Airlines • Non-stop • FirstClass
Price was $1,799, price is now $1,525 per person
$1,525
per person
found 1 day ago

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5-star property

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8.8/10 Excellent! (2,884 reviews)

Nov 17 - Nov 24

7 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Dallas (DFW)

American Airlines • Non-stop • FirstClass
Price was $1,375, price is now $1,174 per person
$1,174
per person
found 1 day ago

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.