$59 Cheap flight deals from Chicago (CHI) to Glenwood (MSP)

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This Weekend's Flight Deals from Chicago to Glenwood

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 17 - Mon, Jan 19
MDW
Midway Intl.
MSP
Minneapolis - St. Paul Intl.
$525 Roundtrip, found 3 days ago
$525
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Jan 17 from Midway Intl. to Minneapolis - St. Paul Intl., returning Mon, Jan 19, priced at $525 found 3 days ago
Sun, Jan 18 - Tue, Jan 20
ORD
O'Hare Intl.
MSP
Minneapolis - St. Paul Intl.
$563 Roundtrip, found 9 hours ago
$563
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Tue, Jan 20, priced at $563 found 9 hours ago
Sun, Jan 18 - Mon, Jan 19
RFD
Greater Rockford
MSP
Minneapolis - St. Paul Intl.
$607 Roundtrip, found 2 days ago
$607
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jan 18 from Greater Rockford to Minneapolis - St. Paul Intl., returning Mon, Jan 19, priced at $607 found 2 days ago

Airfares from $59 One Way, $125 Round Trip from Chicago to Glenwood

Prices starting at $125 for return flights and $59 for one-way flights to Glenwood were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 25 - Sat, Feb 28
ORD
Chicago
MSP
Minneapolis
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 25 from Chicago to Minneapolis, returning Sat, Feb 28, priced at $125 found 1 day ago
Thu, May 28 - Mon, Jun 1
ORD
Chicago
MSP
Minneapolis
$127 Roundtrip, found 15 hours ago
$127
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Thu, May 28 from Chicago to Minneapolis, returning Mon, Jun 1, priced at $127 found 15 hours ago
Wed, Feb 18 - Thu, Feb 19
ORD
Chicago
MSP
Minneapolis
$144 Roundtrip, found 11 hours ago
$144
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Feb 18 from Chicago to Minneapolis, returning Thu, Feb 19, priced at $144 found 11 hours ago
Wed, Feb 18 - Thu, Feb 19
ORD
Chicago
MSP
Minneapolis
$161 Roundtrip, found 11 hours ago
$161
Roundtrip
found 11 hours ago
Select United flight, departing Wed, Feb 18 from Chicago to Minneapolis, returning Thu, Feb 19, priced at $161 found 11 hours ago
Thu, Feb 26 - Mon, Mar 2
ORD
Chicago
MSP
Minneapolis
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Chicago to Minneapolis, returning Mon, Mar 2, priced at $162 found 3 days ago

Glenwood economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Minneapolis Airport-South
3.0-star property

Hyatt Place Minneapolis Airport-South

8.4/10 Very Good! (3,305 reviews)

Feb 21 - Feb 23

2 night stay

Chicago (ORD) to Minneapolis (MSP)

United • Roundtrip • Coach
Price was $304, price is now $282 per person
$282
per person
found 13 hours ago
Close to park and go. Better parking system now. Did not like the app parking system. Miss when we didn’t have to pay for parking. Staff is always wonderful. Love that the coffee is ready at 4 am for those early flights out. So close to Terminal 2.

Reviewed on Oct 10, 2025

Candlewood Suites Eagan Arpt South - Mall Area by IHG
3.0-star property

Candlewood Suites Eagan Arpt South - Mall Area by IHG

8.8/10 Excellent! (590 reviews)

Mar 9 - Mar 13

4 night stay

Chicago (ORD) to Minneapolis (MSP)

Delta • Roundtrip • Coach
Price was $457, price is now $377 per person
$377
per person
found 23 hours ago
We stayed in a 2 bedrooms suite, 2 kids, 2 adults. Was very nice. Very clean and quiet. Alot of dining options and shopping close by. It has a really nice patio area outside connected to the indoor pool, Would make a great place for family get togethers. My only complaint would be is they DONT do breakfast and their snack hub was really empty. They had little cereal cups to purchase but NO milk. So no breakfast options, not even to purchase. I would suggest on eating out for breakfast or buying food ahead of time to keep in your room for the morning. Overall would stay again, enjoyed the layout and the room. The pool and patio were very nice!

Reviewed on Sep 29, 2024

Hyatt Place St. Paul/Downtown
3.5-star property

Hyatt Place St. Paul/Downtown

9.2/10 Wonderful! (1,004 reviews)

Mar 11 - Mar 14

3 night stay

Rockford (RFD) to Minneapolis (MSP)

American Airlines • Non-stop roundtrip • Coach
Price was $481, price is now $420 per person
$420
per person
found 9 hours ago
Good staff, self parking in ramp across street or valet for reasonable fee. Very nice clean room comfortable bed, no microwave in ours

Reviewed on Dec 23, 2025

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Glenwood first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Bloomington - Minneapolis
4.0-star property

Hyatt Regency Bloomington - Minneapolis

9.2/10 Wonderful! (2,041 reviews)

Feb 14 - Feb 16

2 night stay

Chicago (ORD) to Minneapolis (MSP)

Delta • Roundtrip • FirstClass
Price was $550, price is now $410 per person
$410
per person
found 11 hours ago
Clean rooms, helpful staff. Great shower. Only problem was parking, app to pay for parking required collection of license plate of our rental vehicle which required us to stand in the cold.

Reviewed on Nov 17, 2025

Hilton Minneapolis
4.0-star property

Hilton Minneapolis

8.8/10 Excellent! (1,002 reviews)

Feb 14 - Feb 16

2 night stay

Chicago (ORD) to Minneapolis (MSP)

Delta • Roundtrip • FirstClass
Price was $532, price is now $444 per person
$444
per person
found 11 hours ago
Room smelled and shower was full of hair

Reviewed on Sep 21, 2025

Radisson Blu Mall of America
4.5-star property

Radisson Blu Mall of America

9/10 Wonderful! (2,648 reviews)

Feb 14 - Feb 16

2 night stay

Chicago (ORD) to Minneapolis (MSP)

Delta • Roundtrip • FirstClass
Price was $566, price is now $480 per person
$480
per person
found 11 hours ago
The staff was very friendly

Reviewed on Oct 28, 2025

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More About Flying To Glenwood from Chicago

Route Information for Flights from Chicago to Glenwood

Origin Airport IATA Code
CHI
Destination Airport IATA Code
MSP
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Glenwood

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.