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 1 day ago
$201
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, May 11 from Hartford to Chicago, returning Thu, May 14, priced at $201 found 1 day ago
Fri, Sep 11 - Sun, Sep 13
BDL
Hartford
ORD
Chicago
$210 Roundtrip, found 10 hours ago
$210
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Fri, Sep 11 from Hartford to Chicago, returning Sun, Sep 13, priced at $210 found 10 hours ago
Thu, May 14 - Wed, May 20
BDL
Hartford
ORD
Chicago
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Thu, May 14 from Hartford to Chicago, returning Wed, May 20, priced at $217 found 2 days ago
Wed, Jul 15 - Wed, Jul 22
BDL
Hartford
ORD
Chicago
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Wed, Jul 15 from Hartford to Chicago, returning Wed, Jul 22, priced at $222 found 6 days ago
Wed, Jul 15 - Wed, Jul 22
BDL
Hartford
ORD
Chicago
$225 Roundtrip, found 6 days ago
$225
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Wed, Jul 15 from Hartford to Chicago, returning Wed, Jul 22, priced at $225 found 6 days ago
Tue, Jun 16 - Thu, Jun 18
BDL
Hartford
ORD
Chicago
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jun 16 from Hartford to Chicago, returning Thu, Jun 18, priced at $228 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
The price is $118 total per night from Apr 1 to Apr 2
$118 total
per night
Apr 1 - Apr 2
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! (9,945 reviews)
The room was very clean and the bed comfortable. Parking was a bit of a challenge but not unexpected based on location. Will likely visit again when business brings me to the area.

Reviewed on Mar 12, 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
The price is $143 total per night from Mar 22 to Mar 23
$143 total
per night
Mar 22 - Mar 23
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! (5,728 reviews)
Breakfast menu had great options for a family of five. Room was clean. I really like being able to text someone from the front desk to get questions answered. The location is excellent as well. Will definitely stay here again.

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
The price is $190 total per night from Mar 17 to Mar 18
$190 total
per night
Mar 17 - Mar 18
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! (3,512 reviews)
Loud. Unexpected fees. Staff constantly watching you for what.

Reviewed on Mar 12, 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is $122 total per night from Mar 18 to Mar 19
$122 total
per night
Mar 18 - Mar 19
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. 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! (3,901 reviews)
Great place

Reviewed on Mar 11, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is $230 total per night from Apr 3 to Apr 4
$230 total
per night
Apr 3 - Apr 4
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
The price is $169 total per night from Mar 17 to Mar 18
$169 total
per night
Mar 17 - Mar 18
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! (3,301 reviews)
In the picture it does look nice but it definitely has its cracks and damages. There was a couple areas in my room that were breaking down, many scratches on the floor, my push door was broke and my shower head seemed to not be working well but the maintenance man said it’s cause it needed to be ...

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
The price is $182 total per night from Apr 1 to Apr 2
$182 total
per night
Apr 1 - Apr 2
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
The price is $129 total per night from Mar 15 to Mar 16
$129 total
per night
Mar 15 - Mar 16
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! (3,126 reviews)
Good location and value for the price

Reviewed on Mar 12, 2026

Opens in a new windowAloft Chicago Mag Mile
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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.

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*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.