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 $197 for round trip flights and $107 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 20 - Fri, Sep 25
BDL
Hartford
ORD
Chicago
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sun, Sep 20 from Hartford to Chicago, returning Fri, Sep 25, priced at $197 found 6 days ago
Thu, Sep 24 - Tue, Sep 29
BDL
Hartford
ORD
Chicago
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Thu, Sep 24 from Hartford to Chicago, returning Tue, Sep 29, priced at $199 found 3 days ago
Sat, Oct 17 - Tue, Oct 20
BDL
Hartford
ORD
Chicago
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Oct 17 from Hartford to Chicago, returning Tue, Oct 20, priced at $200 found 1 day ago
Mon, Aug 24 - Fri, Aug 28
BDL
Hartford
ORD
Chicago
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Mon, Aug 24 from Hartford to Chicago, returning Fri, Aug 28, priced at $208 found 4 days ago
Sat, Sep 5 - Sun, Sep 6
BDL
Hartford
ORD
Chicago
$213 Roundtrip, found 18 hours ago
$213
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Sat, Sep 5 from Hartford to Chicago, returning Sun, Sep 6, priced at $213 found 18 hours ago
Sat, Sep 5 - Sun, Sep 13
BDL
Hartford
ORD
Chicago
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Sat, Sep 5 from Hartford to Chicago, returning Sun, Sep 13, priced at $217 found 17 hours ago

Hotels near CHI-All Airports Airport (CHI)

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$181 nightly
The price is $215 total per night from Aug 9 to Aug 10
$215 total
Aug 9 - Aug 10
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 helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (1,848 reviews)
"Comfortable stay. Good Breakfast. Clean room"

Reviewed on Jul 26, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Opens in a new windowHyatt Regency O'Hare Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$149 nightly
The price is $177 total per night from Aug 9 to Aug 10
$177 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
8.6/10 Excellent! (1,939 reviews)
"Great"

Reviewed on Jul 26, 2026

Opens in a new windowThe Wade
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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$230 nightly
The price is $270 total per night from Aug 16 to Aug 17
$270 total
Aug 16 - Aug 17
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 Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
Opens in a new windowHilton Chicago O'Hare Airport
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$215 nightly
The price is $256 total per night from Aug 9 to Aug 10
$256 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Opens in a new windowOmni Chicago Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 11
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! (10,300 reviews)
"The location and view from our room on the 11th floor was spectacular and worth the price. However, the safe in the room didn’t work, the fridge had instructions to turn on in the back of the unit but I couldn’t find the switch, and the restaurant was mediocre at best for breakfast."

Reviewed on Jul 26, 2026

Opens in a new windowCongress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$220 nightly
The price is $261 total per night from Aug 16 to Aug 17
$261 total
Aug 16 - Aug 17
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! (4,821 reviews)
"Great location right on the magnificent mile. Walking distance to Navy pier and millennium Park. Fantastic rooftop pair"

Reviewed on Jul 26, 2026

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

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$166 nightly
The price is $197 total per night from Aug 16 to Aug 17
$197 total
Aug 16 - Aug 17
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! (4,650 reviews)
"When we arrive the Fridge was not working and smelled like old food. It took the staff a couple hours to get it replaced."

Reviewed on Jul 26, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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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.