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 $154 for round trip flights and $93 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 18 - Mon, Mar 2
BDL
Hartford
MDW
Chicago
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Feb 18 from Hartford to Chicago, returning Mon, Mar 2, priced at $154 found 3 days ago
Tue, Apr 7 - Mon, Apr 13
BDL
Hartford
ORD
Chicago
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 7 from Hartford to Chicago, returning Mon, Apr 13, priced at $170 found 4 days ago
Mon, Feb 23 - Wed, Mar 11
BDL
Hartford
ORD
Chicago
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Hartford to Chicago, returning Wed, Mar 11, priced at $189 found 3 days ago
Sat, Jan 31 - Mon, Feb 9
BDL
Hartford
MDW
Chicago
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jan 31 from Hartford to Chicago, returning Mon, Feb 9, priced at $191 found 2 days ago
Mon, Mar 2 - Thu, Mar 5
BDL
Hartford
ORD
Chicago
$194 Roundtrip, found 4 days ago
$194
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Mar 2 from Hartford to Chicago, returning Thu, Mar 5, priced at $194 found 4 days ago
Thu, Jan 29 - Mon, Feb 9
BDL
Hartford
MDW
Chicago
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Hartford to Chicago, returning Mon, Feb 9, priced at $196 found 2 days 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
$89 nightly
The price is $104 total per night from Jan 31 to Feb 1
$104 total
Jan 31 - Feb 1
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 Millennium Park and Chicago Riverwalk are located nearby.
8/10 Very Good! (9,800 reviews)
Room was clean. Only interaction i had with staff is when i checked in and checked out. You should add on your advertisement, parking that you pay 62 a day for has no in and out privileges. No one rents a car to leave parked. How many times a day do i have to keep paying 62? I gave it a food rating ...

Reviewed on Jan 20, 2026

Opens in a new windowCongress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 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 Millennium Park and Soldier Field are located nearby.
8.4/10 Very Good! (2,554 reviews)
Did not have breakfast

Reviewed on Jan 19, 2026

Opens in a new windowHilton Chicago
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
$106 nightly
The price is $124 total per night from Feb 9 to Feb 10
$124 total
Feb 9 - Feb 10
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.
8.4/10 Very Good! (5,569 reviews)
Wonderful stay! The staff is so nice and friendly!! I believe her name is Alma. She so wonderful! Will definitely stay again! Beds were comfy/pillows are too soft (for my preference) but over all very nice!

Reviewed on Jan 20, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
$161 nightly
The price is $189 total per night from Jan 28 to Jan 29
$189 total
Jan 28 - Jan 29
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 restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
9.2/10 Wonderful! (3,260 reviews)
Everything is good

Reviewed on Jan 19, 2026

Opens in a new windowThe Royal Sonesta Chicago Downtown
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$93 nightly
The price is $109 total per night from Feb 22 to Feb 23
$109 total
Feb 22 - Feb 23
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.
8.6/10 Excellent! (4,933 reviews)
Love the coffee on 2nd floor- game changer! Clean, convenient, very affordable

Reviewed on Jan 20, 2026

Opens in a new windowRiver Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
$85 nightly
The price is $100 total per night from Feb 1 to Feb 2
$100 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, 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.
8.6/10 Excellent! (2,248 reviews)
Service was nice. Dinner was good. Breakfast leave a little to be desired though.

Reviewed on Jan 21, 2026

Opens in a new windowDoubleTree by Hilton Chicago - Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
165 East Ontario Street Chicago IL
$101 nightly
The price is $119 total per night from Feb 5 to Feb 6
$119 total
Feb 5 - Feb 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), 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.
8.8/10 Excellent! (1,665 reviews)
Clean and fun pool

Reviewed on Jan 18, 2026

Opens in a new windowCourtyard by Marriott Chicago Magnificent Mile
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$80 nightly
The price is $94 total per night from Feb 1 to Feb 2
$94 total
Feb 1 - Feb 2
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.
8.8/10 Excellent! (3,739 reviews)
No comment

Reviewed on Jan 20, 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.

*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.