$35 Cheap flight deals from Princeton (EWR) to Bolingbrook (CHI)

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This Weekend's Flight Deals from Princeton to Bolingbrook

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 10 - Sun, Jan 11
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 10 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sun, Jan 11, priced at $111 just found
Sun, Jan 11 - Tue, Jan 13
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Jan 11 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Jan 13, priced at $159 found 6 days ago
Sat, Jan 10 - Sun, Jan 11
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$212 Roundtrip, found 19 hours ago
$212
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jan 10 from Newark Liberty Intl. Airport to Greater Rockford, returning Sun, Jan 11, priced at $212 found 19 hours ago
Fri, Jan 9 - Tue, Jan 13
TTN
Mercer
ORD
O'Hare Intl.
$256 Roundtrip, found 6 days ago
$256
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 9 from Mercer to O'Hare Intl., returning Tue, Jan 13, priced at $256 found 6 days ago

Airfares from $35 One Way, $59 Round Trip from Princeton to Bolingbrook

Prices starting at $59 for return flights and $35 for one-way flights to Bolingbrook were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jan 13 - Sun, Jan 18
EWR
New York
MDW
Chicago
$59 Roundtrip, found 4 days ago
$59
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jan 13 from New York to Chicago, returning Sun, Jan 18, priced at $59 found 4 days ago
Thu, Jan 15 - Sun, Jan 18
EWR
New York
MDW
Chicago
$59 Roundtrip, found 14 hours ago
$59
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from New York to Chicago, returning Sun, Jan 18, priced at $59 found 14 hours ago
Tue, Jan 13 - Thu, Jan 15
EWR
New York
MDW
Chicago
$64 Roundtrip, found 23 hours ago
$64
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Jan 13 from New York to Chicago, returning Thu, Jan 15, priced at $64 found 23 hours ago
Fri, Jan 23 - Mon, Jan 26
EWR
New York
ORD
Chicago
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 23 from New York to Chicago, returning Mon, Jan 26, priced at $73 just found
Wed, Jan 14 - Wed, Jan 21
EWR
New York
ORD
Chicago
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 14 from New York to Chicago, returning Wed, Jan 21, priced at $137 found 1 day ago

Bolingbrook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
4.0-star property

Palmer House a Hilton Hotel

8.4/10 Very Good! (2,059 reviews)

Feb 13 - Feb 15

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Price was $349, price is now $254 per person
$254
per person
found 1 day ago
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!

Reviewed on Dec 29, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Feb 13 - Feb 15

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Price was $419, price is now $292 per person
$292
per person
found 1 day ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,003 reviews)

Feb 13 - Feb 15

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $863, price is now $635 per person
$635
per person
found 1 day ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

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Bolingbrook first class 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! (2,790 reviews)

Feb 20 - Feb 23

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $830, price is now $690 per person
$690
per person
found 1 day ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Feb 20 - Feb 23

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,315, price is now $1,017 per person
$1,017
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (2,008 reviews)

Feb 20 - Feb 23

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $851, price is now $711 per person
$711
per person
found 1 day ago
Solid place to stay

Reviewed on Nov 5, 2025

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More About Flying To Bolingbrook from Princeton

Route Information for Flights from Princeton to Bolingbrook

Origin Airport IATA Code
EWR
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Princeton to Bolingbrook

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Low Price Guarantee

With the best deals and easy searching options, Orbitz make it easy and fun to find cheap Princeton to Bolingbrook flights, a great hotel, or a full vacation package. With Orbitz’s low price guarantee, you always get great discounts on air ticket prices.

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.