MDW - MSP

$59 Find Cheap Flights from Chicago Midway Airport to Minneapolis

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Minneapolis departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Minneapolis

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Minneapolis, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Minneapolis, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$97
Overall average: $299
Southwest
Thu 12/18Tue 12/23
MDW - MSP • Non-stop
Cheapest one-way
$59
Typical prices: $113-$212
Southwest
Wed 12/3
MDW - MSP • 1 stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Southwest offers two free checked bags for economy fares.
Midway's compact terminal eases navigation and access.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $97 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 67% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 51% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Minneapolis!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Midway to Minneapolis (MDW-MSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Minneapolis that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Minneapolis

Thu, Dec 18 - Tue, Dec 23
Southwest Logo
11:15 am - 12:45 pmMDW-MSP
1h 30mnonstop
Southwest Logo
5:00 am - 6:45 amMSP-MDW
1h 45mnonstop
$97Southwest
Find Deal
Thu, Dec 18 - Tue, Dec 23
Southwest Logo
7:20 pm - 11:45 pmMDW-MSP
4h 25m1 stop
Southwest Logo
5:00 am - 6:45 amMSP-MDW
1h 45mnonstop
$107Southwest
Find Deal
Thu, Nov 27 - Thu, Dec 4
Southwest Logo
8:15 am - 9:50 amMDW-MSP
1h 35mnonstop
Southwest Logo
12:25 pm - 1:55 pmMSP-MDW
1h 30mnonstop
$109Southwest
Find Deal
Thu, Nov 13 - Mon, Nov 17
Frontier Logo
12:30 pm - 12:14 amMDW-MSP
11h 44m1 stop
Frontier Logo
6:00 am - 11:30 amMSP-MDW
5h 30m1 stop
$110Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 23
Southwest Logo
9:30 am - 3:55 pmMDW-MSP
6h 25m2 stops
Southwest Logo
5:00 am - 6:45 amMSP-MDW
1h 45mnonstop
$112Southwest
Find Deal
Tue, Dec 9 - Thu, Dec 11
Southwest Logo
8:50 am - 2:45 pmMDW-MSP
5h 55m1 stop
Southwest Logo
3:50 pm - 8:45 pmMSP-MDW
4h 55m1 stop
$117Southwest
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
7:02 pm - 8:45 pmMDW-MSP
1h 43mnonstop
Delta Logo
4:30 pm - 6:18 pmMSP-MDW
1h 48mnonstop
$120Delta
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
7:02 pm - 8:45 pmMDW-MSP
1h 43mnonstop
Delta Logo
4:30 pm - 6:18 pmMSP-MDW
1h 48mnonstop
$121Delta
Find Deal
Thu, Nov 13 - Sat, Nov 15
Frontier Logo
12:30 pm - 9:20 amMDW-MSP
20h 50m1 stop
Frontier Logo
7:50 am - 11:30 amMSP-MDW
27h 40m1 stop
$129Frontier
Find Deal
Wed, Nov 19 - Mon, Nov 24
Multiple Airlines Logo
1:56 pm - 12:50 pmMDW-MSP
22h 54m1 stop
Multiple Airlines Logo
5:00 pm - 12:13 amMSP-MDW
7h 13m1 stop
$192Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to Minneapolis flights

Get data-powered insights and trends into flights from Midway to Minneapolis to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Minneapolis?

The average price of all round-trip flights from Chicago Midway Airport to Minneapolis clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Minneapolis, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago Midway Airport to Minneapolis?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Minneapolis, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Minneapolis is April, where tickets cost $107 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $299 and $279 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Minneapolis?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $153, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago Midway Airport to Minneapolis?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Minneapolis, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Minneapolis, you should book around 4 weeks before departure, which saves you about 67% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Expert advice

Expert advice for your flight from Midway to Minneapolis

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway offers a compact terminal with three concourses, making it easy to navigate and access dining and shopping options quickly.

Read more about MDWby Stefanie Waldek
MSP

For quick city access, take the light rail from MSP to Minneapolis or Saint Paul, saving on taxi or Uber costs.

Read more about MSPby Ramsey Qubein
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on MSP

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago Midway Airport to Minneapolis

When to book flights from Midway to Minneapolis

Are your dates flexible? Find out the best times to travel from Midway to Minneapolis based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Minneapolis flights

  • What is the cheapest flight from Chicago Midway Airport to Minneapolis?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Minneapolis was $59 for a one-way ticket and $97 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Minneapolis?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Minneapolis?

    All the following airlines offer inflight Wi-Fi service on the Chicago Midway Airport to Minneapolis flight route: Delta, American Airlines, Alaska Airlines, Sun Country Air, Iberia, and British Airways.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Minneapolis?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago Midway Airport to Minneapolis flight route.

  • Which airline alliances offer flights from Chicago Midway Airport to Minneapolis?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Minneapolis.

  • On which days can I fly direct from Chicago Midway Airport to Minneapolis?

    There are nonstop flights from Chicago Midway Airport to Minneapolis on a daily basis.

  • Which is the best airline for flights from Chicago to Minneapolis, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Minneapolis are Southwest and Delta. With an average price for the route of $245 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $216 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Minneapolis?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Minneapolis.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Minneapolis?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Minneapolis from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Minneapolis?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Minneapolis with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and MSP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Minneapolis?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Minneapolis from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Minneapolis

  • Looking for a cheap flight? 25% of our users found flights on this route for $141 or less one-way and $131 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Minneapolis?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Minneapolis St Paul.
Find which airlines fly direct from Chicago Midway Airport to Minneapolis St Paul Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Minneapolis St Paul

Monday

Delta, Southwest

Delta, Southwest

Tuesday

Delta, Southwest

Delta, Southwest

Wednesday

Delta, Southwest

Delta, Southwest

Thursday

Delta, Southwest

Delta, Southwest

Friday

Delta, Southwest

Delta, Southwest

Saturday

Delta, Southwest

Delta, Southwest

Sunday

Delta, Southwest

Delta, Southwest

See more direct flights

Direct returns

Minneapolis St Paul to Chicago Midway

Monday

Delta, Southwest

Delta, Southwest

Tuesday

Delta, Southwest

Delta, Southwest

Wednesday

Delta, Southwest

Delta, Southwest

Thursday

Delta, Southwest

Delta, Southwest

Friday

Delta, Southwest

Delta, Southwest

Saturday

Delta, Southwest

Delta, Southwest

Sunday

Delta, Southwest

Delta, Southwest

See more direct flights

Reviews of the top airlines flying from Midway to Minneapolis

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Minneapolis. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Minneapolis? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4241 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

On time flight. Seat comfort could be better in the Comfort section.

My only complaint on any flight is meals but your gnocchi was good. The worst is breakfast. I can’t understand why you don’t just serve something simple like yogurt, fruit and a muffin or cinnamon roll.

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

Delta is a premier airline so my expectations are most always met.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

Everything you need to know for your flight from Midway to Minneapolis

Information on your arrival and departure airports

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