Best Flight From Bradley Intl. To CHI

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Amazing BDL to CHI Flight Deals

The cheapest flights to CHI-All Airports were $158 for round trip flights and $86 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 23 - Wed, Feb 25
BDL
Hartford
ORD
Chicago
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Hartford to Chicago, returning Wed, Feb 25, priced at $158 found 1 day ago
Wed, Feb 25 - Mon, Mar 2
BDL
Hartford
MDW
Chicago
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Hartford to Chicago, returning Mon, Mar 2, priced at $172 found 1 day ago
Mon, Feb 23 - Tue, Feb 24
BDL
Hartford
ORD
Chicago
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Hartford to Chicago, returning Tue, Feb 24, priced at $174 found 1 day ago
Wed, Feb 25 - Thu, Mar 5
BDL
Hartford
MDW
Chicago
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Hartford to Chicago, returning Thu, Mar 5, priced at $189 found 1 day ago
Sat, Jan 31 - Mon, Feb 9
BDL
Hartford
MDW
Chicago
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 31 from Hartford to Chicago, returning Mon, Feb 9, priced at $191 found 3 days ago
Thu, Feb 26 - Thu, Mar 5
BDL
Hartford
MDW
Chicago
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Hartford to Chicago, returning Thu, Mar 5, priced at $194 found 1 day ago

Hotels near CHI-All Airports Airport (CHI)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$89 nightly
The price is $104 total per night from Jan 31 to Feb 1
$104 total
Jan 31 - Feb 1
Total with taxes and fees
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 the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8/10 Very Good! (9,800 reviews)
Room was clean. Only interaction i had with staff is when i checked in and checked out. You should add on your advertisement, parking that you pay 62 a day for has no in and out privileges. No one rents a car to leave parked. How many times a day do i have to keep paying 62? I gave it a food rating ...

Reviewed on Jan 20, 2026

Opens in a new windowCongress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$106 nightly
The price is $124 total per night from Feb 5 to Feb 6
$124 total
Feb 5 - Feb 6
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.4/10 Very Good! (5,569 reviews)
Wonderful stay! The staff is so nice and friendly!! I believe her name is Alma. She so wonderful! Will definitely stay again! Beds were comfy/pillows are too soft (for my preference) but over all very nice!

Reviewed on Jan 20, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$196 nightly
The price is $230 total per night from Feb 14 to Feb 15
$230 total
Feb 14 - Feb 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
8.2/10 Very Good! (2,185 reviews)
Location is absolutely perfect. Tunnel connects you easily from the baggage claim area! However, our room was very cold and the temperature was hard to adjust. Granted, it was also January and it was probably 5° outside, but still, it was a little hard to sleep. The hotel is quiet despite being situated ...

Reviewed on Jan 18, 2026

Opens in a new windowHilton Chicago O'Hare Airport
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Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
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 rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
8.4/10 Very Good! (2,554 reviews)
Did not have breakfast

Reviewed on Jan 19, 2026

Opens in a new windowHilton Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$133 nightly
The price is $156 total per night from Feb 11 to Feb 12
$156 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (3,231 reviews)
Cleanest hotel we've ever stayed in. Friendliest staff ever. Price was outstanding. I'm sure it costs a lot more in the summer, but this was perfect for a winter trip.

Reviewed on Jan 24, 2026

Opens in a new windowHotel Riu Plaza Chicago
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
$85 nightly
The price is $100 total per night from Feb 1 to Feb 2
$100 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (2,248 reviews)
Service was nice. Dinner was good. Breakfast leave a little to be desired though.

Reviewed on Jan 21, 2026

Opens in a new windowDoubleTree by Hilton Chicago - Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
$161 nightly
The price is $189 total per night from Feb 1 to Feb 2
$189 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
9.2/10 Wonderful! (3,260 reviews)
Everything is good

Reviewed on Jan 19, 2026

Opens in a new windowThe Royal Sonesta Chicago Downtown
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
$205 nightly
The price is $241 total per night from Feb 8 to Feb 9
$241 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
9.2/10 Wonderful! (1,142 reviews)
N/A

Reviewed on Jan 12, 2026

Opens in a new windowPendry Chicago
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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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.