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 $99 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.

Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
MDW
Chicago
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Minneapolis to Chicago, returning Tue, Apr 21, priced at $99 found 6 days ago
Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
MDW
Chicago
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Minneapolis to Chicago, returning Tue, Apr 21, priced at $109 found 6 days ago
Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
MDW
Chicago
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Minneapolis to Chicago, returning Tue, Apr 21, priced at $114 found 6 days ago
Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
MDW
Chicago
$119 Roundtrip, found 6 days ago
$119
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Minneapolis to Chicago, returning Tue, Apr 21, priced at $119 found 6 days ago
Tue, Apr 14 - Tue, Apr 21
MSP
Minneapolis
MDW
Chicago
$120 Roundtrip, found 6 days ago
$120
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Apr 14 from Minneapolis to Chicago, returning Tue, Apr 21, priced at $120 found 6 days ago
Sat, May 2 - Tue, May 5
MSP
Minneapolis
ORD
Chicago
$144 Roundtrip, found 7 hours ago
$144
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, May 2 from Minneapolis to Chicago, returning Tue, May 5, priced at $144 found 7 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! (9,944 reviews)
I didn’t have any hot water for the first 36 hours or so. There is no WiFi. The TV has around 15 channels but no remote. Neither of the restaurants were open during my 3 day stay. Beds are super hard.

Reviewed on Mar 11, 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! (5,725 reviews)
Great location. Room was very hot. U can't switch heat to AC in the rooms. U just have to deal with what the hotel has it on. Also they would only give us one little fan to cool off. Not 2 which I'm sure they had plenty of. Other then that no complaints. They give a free happy hour with 2 free drinks ...

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 24 to Mar 25
$190 total
Mar 24 - Mar 25
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! (3,511 reviews)
Everyone that we encountered at the hotel was so helpful and so nice.

Reviewed on Mar 11, 2026

Opens in a new windowHotel Riu Plaza Chicago
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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! (3,297 reviews)
Awesome area

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
$108 nightly
The price is $127 total per night from Mar 22 to Mar 23
$127 total
Mar 22 - Mar 23
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! (3,123 reviews)
Perfect location,friendly staff I’ll liked very much the concept of the hotel.unformal very dynamic . I definitely will stay at Aloft Mag mile if I will visit Chicago again.

Reviewed on Mar 11, 2026

Opens in a new windowAloft Chicago Mag Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
$183 nightly
The price is $215 total per night from Apr 5 to Apr 6
$215 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
9.4/10 Exceptional! (3,486 reviews)
Nice place

Reviewed on Mar 9, 2026

Opens in a new windowHyatt Regency Chicago
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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.