$59 Cheap flight deals from Minneapolis - St. Paul (MSP) to DeKalb (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Minneapolis - St. Paul to DeKalb

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.

Fri, Aug 28 - Sun, Aug 30
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$526 Roundtrip, found 7 hours ago
$526
Roundtrip
found 7 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Aug 28 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Aug 30, priced at $526 found 7 hours ago
Sun, Aug 30 - Sun, Aug 30
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$652 Roundtrip, found 15 hours ago
$652
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sun, Aug 30 from Minneapolis - St. Paul Intl. to Greater Rockford, returning Sun, Aug 30, priced at $652 found 15 hours ago

Airfares from $59 One Way, $117 Round Trip from Minneapolis - St. Paul to DeKalb

Prices starting at $117 for return flights and $59 for one-way flights to DeKalb were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 31 - Mon, Nov 2
MSP
Minneapolis
ORD
Chicago
$117 Roundtrip, found 5 hours ago
$117
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Oct 31 from Minneapolis to Chicago, returning Mon, Nov 2, priced at $117 found 5 hours ago
Sat, Oct 31 - Mon, Nov 2
MSP
Minneapolis
ORD
Chicago
$117 Roundtrip, found 5 hours ago
$117
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Oct 31 from Minneapolis to Chicago, returning Mon, Nov 2, priced at $117 found 5 hours ago
Sat, Oct 31 - Mon, Nov 2
MSP
Minneapolis
ORD
Chicago
$117 Roundtrip, found 5 hours ago
$117
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Oct 31 from Minneapolis to Chicago, returning Mon, Nov 2, priced at $117 found 5 hours ago
Thu, Oct 22 - Thu, Oct 29
MSP
Minneapolis
ORD
Chicago
$118 Roundtrip, found 5 hours ago
$118
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Minneapolis to Chicago, returning Thu, Oct 29, priced at $118 found 5 hours ago
Sat, Sep 12 - Tue, Sep 15
MSP
Minneapolis
ORD
Chicago
$120 Roundtrip, found 5 hours ago
$120
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Minneapolis to Chicago, returning Tue, Sep 15, priced at $120 found 5 hours ago

DeKalb economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 5 - Oct 7

2 night stay

Minneapolis (MSP) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $658, price is now $450 per person
$450
per person
found 1 day ago
They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun.

Reviewed on Aug 22, 2026

Level Chicago - River North
4.0-star property

Level Chicago - River North

9.2/10 Wonderful! (1,043 reviews)

Oct 2 - Oct 4

2 night stay

Minneapolis (MSP) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Minneapolis (MSP)

Sun Country Airlines • Coach
Save 100% on your flight
Price was $695, price is now $481 per person
$481
per person
found 1 day ago
First time staying here and we were not disappointed at all. We were upgraded to a two room suite and the view was spectacular! Beds were super comfortable with soft bedding and the room had everything we needed. The staff were all really friendly and helpful as well. Would definitely stay again.

Reviewed on Aug 21, 2026

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,537 reviews)

Sep 24 - Sep 27

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Minneapolis (MSP)

Sun Country Airlines • Coach
Save 100% on your flight
Price was $1,012, price is now $705 per person
$705
per person
found 1 day ago
Amazing stay! Perfect location. Staff were incredibly helpful and friendly. Will definitely stay again next time I’m in Chicago!

Reviewed on Aug 22, 2026

Don't see what you're looking for?
See all available trips from Minneapolis - St. Paul to DeKalb
View all trips

More About Flying To DeKalb from Minneapolis - St. Paul

Route Information for Flights from Minneapolis - St. Paul to DeKalb

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

Minneapolis - St. Paul to DeKalb

Great Deals on Flights From Minneapolis - St. Paul to DeKalb

Spend more of your time and money at DeKalb instead of sitting at your computer, searching for discount Minneapolis - St. Paul to DeKalb flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Minneapolis - St. Paul to DeKalb.

Flights That Fit Your Budget

Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Minneapolis - St. Paul to DeKalb flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.

Orbitz customers can receive credit for frequent flyer miles and points. Simply provide your frequent flyer details when you book qualifying Minneapolis - St. Paul to DeKalb flights with Orbitz.

Search for Flights from Minneapolis - St. Paul to DeKalb on the Go

Orbitz offers free mobile apps for iPad, iPhone, and Android-based devices, so even the busiest trip-planner can research and book flights from Minneapolis - St. Paul to DeKalb. Find cheap Minneapolis - St. Paul to DeKalb flights, research local festivities and attractions, and book reservations while sitting in the salon. Orbitz will also update you on flight delays with free alerts sent to your mobile phone or email address, so you’re never left in the dark.

More Destinations

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.