MSP - MDW

$59 Find Cheap Flights from Minneapolis to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Minneapolis to Midway departing on 4/14. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Minneapolis to Chicago, 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 Minneapolis to Chicago, 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
$112
Overall average: $201
Southwest
Tue 4/7Tue 4/14
MSP - MDW • 2 stops
Cheapest non-stop
$117
Typical prices: $140-$415
Southwest
Tue 4/14Tue 4/21
MSP - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest offers two free checked bags for extra luggage.
Take the CTA Orange Line from MDW to downtown Chicago.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $112 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Delta and Southwest. Average duration is 1h 35m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
+1
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+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 Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Minneapolis to Midway (MSP-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Minneapolis to Midway 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 Minneapolis to Midway

Tue, Apr 7 - Tue, Apr 14
Southwest Logo
6:55 am - 4:35 pm
MSP
-
MDW
9h 40m
2 stops
Southwest Logo
10:45 am - 12:20 pm
MDW
-
MSP
1h 35mnonstop
$112Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
3:15 pm - 4:50 pm
MSP
-
MDW
1h 35mnonstop
Southwest Logo
9:05 pm - 10:35 pm
MDW
-
MSP
1h 30mnonstop
$117Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:10 am - 3:45 pm
MSP
-
MDW
8h 35m
2 stops
Southwest Logo
4:40 pm - 10:30 pm
MDW
-
MSP
5h 50m
1 stop
$122Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
4:30 pm - 9:50 pm
MSP
-
MDW
5h 20m
1 stop
Southwest Logo
7:55 am - 9:25 am
MDW
-
MSP
1h 30mnonstop
$127Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
6:15 pm - 7:45 pm
MSP
-
MDW
1h 30mnonstop
Southwest Logo
7:50 am - 2:35 pm
MDW
-
MSP
6h 45m
2 stops
$132Southwest
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
4:55 pm - 11:30 pm
MSP
-
MDW
6h 35m
1 stop
Southwest Logo
9:05 pm - 10:35 pm
MDW
-
MSP
1h 30mnonstop
$137Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
7:10 am - 1:30 pm
MSP
-
MDW
6h 20m
1 stop
Southwest Logo
7:50 am - 2:35 pm
MDW
-
MSP
6h 45m
2 stops
$142Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
6:55 am - 4:35 pm
MSP
-
MDW
9h 40m
2 stops
Southwest Logo
7:50 am - 2:35 pm
MDW
-
MSP
6h 45m
2 stops
$147Southwest
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
5:15 am - 6:45 am
MSP
-
MDW
1h 30mnonstop
Southwest Logo
7:40 am - 9:10 am
MDW
-
MSP
1h 30mnonstop
$157Southwest
Sat, Apr 11 - Wed, Apr 22
Southwest Logo
5:15 am - 6:45 am
MSP
-
MDW
1h 30mnonstop
Southwest Logo
7:50 am - 2:35 pm
MDW
-
MSP
6h 45m
2 stops
$162Southwest
Booking Insights

KAYAK's insights & trends for Minneapolis to Midway flights

Get data-powered insights and trends into flights from Minneapolis to Midway 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 Minneapolis to Chicago Midway Airport?

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Minneapolis to Chicago Midway Airport, 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 Minneapolis to Chicago Midway Airport is October, where tickets cost $156 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is $298 and $272 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Minneapolis to Chicago Midway Airport, 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 Minneapolis to Chicago Midway Airport, you should book around 4 weeks before departure, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Expert advice

Expert advice for your flight from Minneapolis to Midway

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

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.

Ramsey Qubein

Ramsey Qubein

Expert on MSP

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.

Good to know

Low seasonFebruary
Cheapest flight$59
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 8% increase in price.
Flight from Minneapolis to Chicago Midway Airport

When to book flights from Minneapolis to Midway

Are your dates flexible? Find out the best times to travel from Minneapolis to Midway 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 Minneapolis to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Minneapolis to Chicago Midway Airport was $59 for a one-way ticket and $112 for a round-trip.

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

    A passport is not required to fly from Minneapolis to Chicago Midway Airport.

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

    Delta, American Airlines, JetBlue, and Aeromexico offer inflight Wi-Fi service on the Minneapolis to Chicago Midway Airport flight route.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Minneapolis to Chicago are Southwest and Delta. With an average price for the route of $218 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 $249 and an overall rating of 7.9.

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

    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 Minneapolis to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Minneapolis 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 Minneapolis to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Minneapolis with another airline. Booking your flights between Minneapolis and MDW 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 Minneapolis to Chicago Midway Airport?

    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 Chicago Midway Airport from Minneapolis 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 Minneapolis to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $182 or less one-way and $321 or less round-trip.

Prefer to fly direct from Minneapolis to Chicago Midway Airport?

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

Direct departures

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

Direct returns

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

Reviews of the top airlines flying from Minneapolis to Midway

 
See real verified KAYAK customer reviews for airlines flying from Minneapolis to Chicago. 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 Minneapolis to Midway? 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 4320 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

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

Other airlines flying to Minneapolis

Flight deals from the most popular airlines with KAYAK users flying the route