Best Flight From Minneapolis - St. Paul Intl. To CHI

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Amazing MSP to CHI Flight Deals

The cheapest flights to CHI-All Airports were $97 for round trip flights and $49 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 7 - Tue, Nov 10
MSP
Minneapolis
MDW
Chicago
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Minneapolis to Chicago, returning Tue, Nov 10, priced at $97 found 2 days ago
Sat, Nov 7 - Tue, Nov 10
MSP
Minneapolis
ORD
Chicago
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 7 from Minneapolis to Chicago, returning Tue, Nov 10, priced at $97 found 2 days ago
Mon, Aug 24 - Wed, Aug 26
MSP
Minneapolis
ORD
Chicago
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Aug 24 from Minneapolis to Chicago, returning Wed, Aug 26, priced at $99 found 2 days ago
Mon, Aug 17 - Wed, Aug 19
MSP
Minneapolis
MDW
Chicago
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Aug 17 from Minneapolis to Chicago, returning Wed, Aug 19, priced at $100 found 5 days ago
Sat, Nov 7 - Tue, Nov 10
MSP
Minneapolis
MDW
Chicago
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Minneapolis to Chicago, returning Tue, Nov 10, priced at $107 found 2 days ago
Mon, Aug 24 - Wed, Aug 26
MSP
Minneapolis
MDW
Chicago
$109 Roundtrip, found 2 days ago
$109
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Aug 24 from Minneapolis to Chicago, returning Wed, Aug 26, priced at $109 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
$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! (10,304 reviews)
"The check in took one hour. The property is old and in bad shape. They should be embarrassed to charge me $500."

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.
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.
8.8/10 Excellent! (2,911 reviews)
"Very well connected to Blue line CTA station and major highways Don’t stay here if you want to visit Downtown a lot"

Reviewed on Jul 26, 2026

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.
8.8/10 Excellent! (2,474 reviews)
"Always lovely to stay there and convenient when walking the city"

Reviewed on Jul 26, 2026

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.