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 $201 for round trip flights and $81 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, May 11 - Thu, May 14
BDL
Hartford
MDW
Chicago
$201 Roundtrip, found 20 hours ago
$201
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Mon, May 11 from Hartford to Chicago, returning Thu, May 14, priced at $201 found 20 hours ago
Thu, Sep 10 - Tue, Sep 15
BDL
Hartford
ORD
Chicago
$210 Roundtrip, just found
$210
Roundtrip
just found
Select Bargain Flight flight, departing Thu, Sep 10 from Hartford to Chicago, returning Tue, Sep 15, priced at $210 just found
Thu, May 14 - Wed, May 20
BDL
Hartford
ORD
Chicago
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, May 14 from Hartford to Chicago, returning Wed, May 20, priced at $217 found 1 day ago
Wed, Jul 15 - Wed, Jul 22
BDL
Hartford
ORD
Chicago
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, Jul 15 from Hartford to Chicago, returning Wed, Jul 22, priced at $222 found 5 days ago
Wed, Jul 15 - Wed, Jul 22
BDL
Hartford
ORD
Chicago
$225 Roundtrip, found 5 days ago
$225
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, Jul 15 from Hartford to Chicago, returning Wed, Jul 22, priced at $225 found 5 days ago
Tue, Jun 16 - Thu, Jun 18
BDL
Hartford
ORD
Chicago
$228 Roundtrip, found 22 hours ago
$228
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Tue, Jun 16 from Hartford to Chicago, returning Thu, Jun 18, priced at $228 found 22 hours 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
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
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 Grant Park and Millennium Park are located nearby.
8/10 Very Good! (9,943 reviews)
I like this hotel. It’s simple, clean, no frills and gets the job done. Hallways carpets are a little worse for wear but the room serves the purpose - you get what you reserve! - and you’re close to everything. It’s a “go to” for me.

Reviewed on Mar 10, 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
$122 nightly
The price is $143 total per night from Mar 19 to Mar 20
$143 total
Mar 19 - Mar 20
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.
8.6/10 Excellent! (5,725 reviews)
Great location. Room was very hot. U can't switch heat to AC in the rooms. U just have to deal with what the hotel has it on. Also they would only give us one little fan to cool off. Not 2 which I'm sure they had plenty of. Other then that no complaints. They give a free happy hour with 2 free drinks ...

Reviewed on Mar 11, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$162 nightly
The price is $190 total per night from Mar 18 to Mar 19
$190 total
Mar 18 - Mar 19
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.
9.4/10 Exceptional! (3,511 reviews)
Everyone that we encountered at the hotel was so helpful and so nice.

Reviewed on Mar 11, 2026

Opens in a new windowHotel Riu Plaza Chicago
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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 Apr 3 to Apr 4
$230 total
Apr 3 - Apr 4
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.
8.4/10 Very Good! (2,234 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on Mar 10, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$144 nightly
The price is $169 total per night from Mar 17 to Mar 18
$169 total
Mar 17 - Mar 18
Total with taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (3,295 reviews)
Room was clean, I was super close to everything. The staff was very friendly! Can’t wait to come back

Reviewed on Mar 11, 2026

Opens in a new windowEurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 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 Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on Mar 9, 2026

Opens in a new windowHilton Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
$108 nightly
The price is $127 total per night from Mar 22 to Mar 23
$127 total
Mar 22 - Mar 23
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. 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! (3,123 reviews)
Perfect location,friendly staff I’ll liked very much the concept of the hotel.unformal very dynamic . I definitely will stay at Aloft Mag mile if I will visit Chicago again.

Reviewed on Mar 11, 2026

Opens in a new windowAloft Chicago Mag Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$183 nightly
The price is $215 total per night from Apr 5 to Apr 6
$215 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
9.4/10 Exceptional! (3,486 reviews)
Nice place

Reviewed on Mar 9, 2026

Opens in a new windowHyatt Regency 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.

Top Picks

*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.