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 4 days ago
$100
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Aug 17 from Minneapolis to Chicago, returning Wed, Aug 19, priced at $100 found 4 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)

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
$173 nightly
The price is $205 total per night from Aug 16 to Aug 17
$205 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.

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*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.