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 $209 for round trip flights and $104 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 1 - Sat, Oct 3
BDL
Hartford
ORD
Chicago
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Oct 1 from Hartford to Chicago, returning Sat, Oct 3, priced at $209 found 1 day ago
Thu, Oct 1 - Sun, Oct 4
BDL
Hartford
ORD
Chicago
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Oct 1 from Hartford to Chicago, returning Sun, Oct 4, priced at $214 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
BDL
Hartford
ORD
Chicago
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Fri, Sep 11 from Hartford to Chicago, returning Mon, Sep 14, priced at $222 found 5 days ago
Wed, Jul 22 - Tue, Aug 4
BDL
Hartford
ORD
Chicago
$230 Roundtrip, found 12 hours ago
$230
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Wed, Jul 22 from Hartford to Chicago, returning Tue, Aug 4, priced at $230 found 12 hours ago
Wed, Jul 22 - Thu, Jul 23
BDL
Hartford
ORD
Chicago
$231 Roundtrip, found 12 hours ago
$231
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Wed, Jul 22 from Hartford to Chicago, returning Thu, Jul 23, priced at $231 found 12 hours ago
Wed, Jul 22 - Wed, Aug 5
BDL
Hartford
ORD
Chicago
$232 Roundtrip, found 12 hours ago
$232
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Wed, Jul 22 from Hartford to Chicago, returning Wed, Aug 5, priced at $232 found 12 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
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
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! (10,237 reviews)
"First, this is a historic hotel, and visitors should be aware that the rooms reflect the historic vibe. If you want modern, you need to stay down the street at the Hilton. The rooms were very cute and clean, and the tiling in the bathroom was beautiful. The hotel has a prime location with easy walking ..."

Reviewed on Jun 10, 2026

Opens in a new windowCongress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
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 Allstate Arena are located nearby.
8.8/10 Excellent! (2,645 reviews)
"The door to the restroom kept getting jammed and wouldn’t close properly. Our room also had no WiFi… the staff couldn’t figure out why it wasn’t working."

Reviewed on Jun 10, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$208 nightly
The price is $244 total per night from Jul 3 to Jul 4
$244 total
Jul 3 - Jul 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 Rosemont Theatre and Allstate Arena are located nearby.
8.4/10 Very Good! (2,334 reviews)
"The staff was excellent and you can’t beat the proximity to the airport."

Reviewed on Jun 10, 2026

Opens in a new windowHilton Chicago O'Hare Airport
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The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$162 nightly
The price is $192 total per night from Jul 1 to Jul 2
$192 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
7.8/10 Good! (1,551 reviews)
"Enjoyed our stay"

Reviewed on Jun 10, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$154 nightly
The price is $183 total per night from Jul 6 to Jul 7
$183 total
Jul 6 - Jul 7
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! (1,581 reviews)
"Everything was awesome"

Reviewed on Jun 10, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$177 nightly
The price is $210 total per night from Jun 30 to Jul 1
$210 total
Jun 30 - Jul 1
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! (2,779 reviews)
"Great experience!"

Reviewed on Jun 10, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
$224 nightly
The price is $267 total per night from Jul 1 to Jul 2
$267 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, 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.
9.2/10 Wonderful! (3,091 reviews)
"Clean room Good breakfast"

Reviewed on Jun 10, 2026

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$145 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour 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.
8/10 Very Good! (3,090 reviews)
"Me and my friends stayed here for three days. The front counter girl was so incredibly nice The location and the room was delightful."

Reviewed on Jun 10, 2026

Opens in a new windowFreehand 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.