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 $199 for round trip flights and $112 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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 21 hours ago
$213
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Sat, Sep 5 from Hartford to Chicago, returning Sun, Sep 6, priced at $213 found 21 hours ago
Sat, Sep 5 - Sun, Sep 13
BDL
Hartford
ORD
Chicago
$217 Roundtrip, found 21 hours ago
$217
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Sat, Sep 5 from Hartford to Chicago, returning Sun, Sep 13, priced at $217 found 21 hours ago
Sun, Aug 23 - Thu, Aug 27
BDL
Hartford
ORD
Chicago
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Sun, Aug 23 from Hartford to Chicago, returning Thu, Aug 27, priced at $218 found 4 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
$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! (10,301 reviews)
"Property itself needs some upgrades and TLC, but it is a very old building and definitely shows character!"

Reviewed on Jul 26, 2026

Opens in a new windowCongress Plaza Hotel
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
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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
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
$214 nightly
The price is $254 total per night from Aug 23 to Aug 24
$254 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
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
$202 nightly
The price is $241 total per night from Aug 20 to Aug 21
$241 total
Aug 20 - Aug 21
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
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$210 nightly
The price is $249 total per night from Aug 9 to Aug 10
$249 total
Aug 9 - Aug 10
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.
Opens in a new windowRiver Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$176 nightly
The price is $210 total per night from Aug 20 to Aug 21
$210 total
Aug 20 - Aug 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Opens in a new windowCrowne Plaza Chicago West Loop by IHG
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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.