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 $127 for round trip flights and $50 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 2 - Tue, May 5
MSP
Minneapolis
MDW
Chicago
$127 Roundtrip, found 11 hours ago
$127
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $127 found 11 hours ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
MDW
Chicago
$137 Roundtrip, found 11 hours ago
$137
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $137 found 11 hours ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
MDW
Chicago
$142 Roundtrip, found 11 hours ago
$142
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $142 found 11 hours ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
MDW
Chicago
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $144 found 3 days ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
RFD
Rockford
$147 Roundtrip, found 11 hours ago
$147
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, May 2 from Minneapolis to Rockford, returning Tue, May 5, priced at $147 found 11 hours ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
ORD
Chicago
$147 Roundtrip, found 11 hours ago
$147
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $147 found 11 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
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
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! (9,945 reviews)
The room was very clean and the bed comfortable. Parking was a bit of a challenge but not unexpected based on location. Will likely visit again when business brings me to the area.

Reviewed on Mar 12, 2026

Opens in a new windowCongress Plaza Hotel
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
$122 nightly
The price is $143 total per night from Mar 22 to Mar 23
$143 total
Mar 22 - Mar 23
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.
8.6/10 Excellent! (5,728 reviews)
Breakfast menu had great options for a family of five. Room was clean. I really like being able to text someone from the front desk to get questions answered. The location is excellent as well. Will definitely stay here again.

Reviewed on Mar 11, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$162 nightly
The price is $190 total per night from Mar 17 to Mar 18
$190 total
Mar 17 - Mar 18
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! (3,512 reviews)
Loud. Unexpected fees. Staff constantly watching you for what.

Reviewed on Mar 12, 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$104 nightly
The price is $122 total per night from Mar 18 to Mar 19
$122 total
Mar 18 - Mar 19
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! (3,901 reviews)
Great place

Reviewed on Mar 11, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$196 nightly
The price is $230 total per night from Apr 3 to Apr 4
$230 total
Apr 3 - Apr 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 Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
8.4/10 Very Good! (2,234 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on Mar 10, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$144 nightly
The price is $169 total per night from Mar 17 to Mar 18
$169 total
Mar 17 - Mar 18
Total with taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.
9/10 Wonderful! (3,301 reviews)
In the picture it does look nice but it definitely has its cracks and damages. There was a couple areas in my room that were breaking down, many scratches on the floor, my push door was broke and my shower head seemed to not be working well but the maintenance man said it’s cause it needed to be ...

Reviewed on Mar 11, 2026

Opens in a new windowEurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 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 Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on Mar 9, 2026

Opens in a new windowHilton Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
$110 nightly
The price is $129 total per night from Mar 15 to Mar 16
$129 total
Mar 15 - Mar 16
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. 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! (3,126 reviews)
Good location and value for the price

Reviewed on Mar 12, 2026

Opens in a new windowAloft Chicago Mag Mile
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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.