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 $218 for round trip flights and $114 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 29 - Tue, Jun 9
BDL
Hartford
ORD
Chicago
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, May 29 from Hartford to Chicago, returning Tue, Jun 9, priced at $218 found 2 days ago
Wed, May 13 - Fri, May 15
BDL
Hartford
ORD
Chicago
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, May 13 from Hartford to Chicago, returning Fri, May 15, priced at $234 found 5 days ago
Fri, May 29 - Tue, Jun 9
BDL
Hartford
ORD
Chicago
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 29 from Hartford to Chicago, returning Tue, Jun 9, priced at $237 found 2 days ago
Thu, May 28 - Mon, Jun 8
BDL
Hartford
ORD
Chicago
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Thu, May 28 from Hartford to Chicago, returning Mon, Jun 8, priced at $245 found 2 days ago
Tue, May 26 - Fri, Jun 5
BDL
Hartford
ORD
Chicago
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, May 26 from Hartford to Chicago, returning Fri, Jun 5, priced at $249 found 6 days ago
Fri, May 29 - Mon, Jun 8
BDL
Hartford
ORD
Chicago
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, May 29 from Hartford to Chicago, returning Mon, Jun 8, priced at $249 found 2 days ago

Hotels near CHI-All Airports Airport (CHI)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $147 total per night from Apr 27 to Apr 28
$147 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (2,640 reviews)
Good location

Reviewed on Apr 26, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$116 nightly
The price is $136 total per night from Apr 27 to Apr 28
$136 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (5,128 reviews)
This hotel has the worst customer service I have ever experienced.

Reviewed on Apr 25, 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$116 nightly
The price is $136 total per night from Apr 27 to Apr 28
$136 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,460 reviews)
Rooms have a smell.

Reviewed on Apr 25, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, 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
$139 nightly
The price is $165 total per night from May 10 to May 11
$165 total
May 10 - May 11
Total with taxes and fees
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! (4,193 reviews)
Our room ( 2 queens) had an adjoining room with doors separating it from bedroom. Very nice to have more space.

Reviewed on Apr 25, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$163 nightly
The price is $194 total per night from May 27 to May 28
$194 total
May 27 - May 28
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! (3,959 reviews)
It was great property, amazing location and the breakfast was fantastic.

Reviewed on Apr 25, 2026

Opens in a new windowHotel Riu Plaza Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
$169 nightly
The price is $201 total per night from May 25 to May 26
$201 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$132 nightly
The price is $155 total per night from Apr 27 to Apr 28
$155 total
Apr 27 - Apr 28
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! (10,140 reviews)
We have always loved staying at the Congress over the past few years. This was the first time we were disappointed. We asked for our 2 rooms to be close together but we were on opposite ends of the same floor. Our room was hot and the in unit air conditioner barely worked. Maintenance was sent to ...

Reviewed on Apr 25, 2026

Opens in a new windowCongress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (2,411 reviews)
Very nice hotel

Reviewed on Apr 25, 2026

Opens in a new windowPalmer House a Hilton Hotel
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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.