MSP - MDW

$49 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 9/13. 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

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
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Flights 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

Sat, Nov 8 - Tue, Nov 11
Southwest Logo
3:00 pm - 4:35 pmMSP-MDW
1h 35mnonstop
Southwest Logo
8:10 am - 9:45 amMDW-MSP
1h 35mnonstop
$97Southwest
Find Deal
Sat, Aug 23 - Tue, Aug 26
Southwest Logo
3:25 pm - 7:05 pmMSP-MDW
3h 40m1 stop
Southwest Logo
8:20 pm - 9:55 pmMDW-MSP
1h 35mnonstop
$107Southwest
Find Deal
Wed, Sep 10 - Sun, Sep 14
Southwest Logo
5:45 am - 7:10 amMSP-MDW
1h 25mnonstop
Southwest Logo
10:25 pm - 12:05 amMDW-MSP
1h 40mnonstop
$110Southwest
Find Deal
Sat, Aug 23 - Tue, Aug 26
Southwest Logo
7:35 am - 4:35 pmMSP-MDW
9h 00m2 stops
Southwest Logo
4:25 pm - 6:00 pmMDW-MSP
1h 35mnonstop
$112Southwest
Find Deal
Sat, Nov 8 - Tue, Nov 11
Southwest Logo
5:20 am - 4:30 pmMSP-MDW
11h 10m2 stops
Southwest Logo
1:45 pm - 3:15 pmMDW-MSP
1h 30mnonstop
$118Southwest
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Sat, Aug 30 - Mon, Sep 1
Southwest Logo
7:20 am - 8:50 amMSP-MDW
1h 30mnonstop
Southwest Logo
7:40 am - 9:10 amMDW-MSP
1h 30mnonstop
$119Southwest
Find Deal
Wed, Sep 10 - Mon, Sep 15
Southwest Logo
12:40 pm - 7:45 pmMSP-MDW
7h 05m1 stop
Southwest Logo
8:40 pm - 10:15 pmMDW-MSP
1h 35mnonstop
$120Southwest
Find Deal
Sat, Aug 23 - Tue, Aug 26
Southwest Logo
3:25 pm - 7:05 pmMSP-MDW
3h 40m1 stop
Southwest Logo
4:30 pm - 10:25 pmMDW-MSP
5h 55m2 stops
$122Southwest
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Fri, Aug 22 - Sat, Aug 23
Delta Logo
4:05 pm - 5:37 pmMSP-MDW
1h 32mnonstop
Delta Logo
1:43 pm - 3:25 pmMDW-MSP
1h 42mnonstop
$157Delta
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Sun, Nov 9 - Thu, Nov 13
Delta Logo
7:00 am - 8:46 amMSP-MDW
1h 46mnonstop
Delta Logo
9:20 am - 10:59 amMDW-MSP
1h 39mnonstop
$160Delta
Find Deal
Expert advice

Expert advice for your flight from Minneapolis to Midway

 
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.
Airlines
Southwest

Southwest offers two free checked bags up to 50 pounds, ideal for travelers with extra luggage.


Set an alarm to check in 24 hours before for a better boarding position with Southwest.

Read more about Southwestby Blane Bachelor
Delta

Delta offers free Wi-Fi for SkyMiles members on domestic flights, enhancing in-flight connectivity.


Delta's Sky Priority check-in speeds up the process for premium cabin and elite status passengers.

Read more about Deltaby Stefanie Waldek
Airports
MSP

For early morning flights, allow extra time for security at MSP, especially during rush hour.

Read more about MSPby Ramsey Qubein
MDW

Take the CTA Orange Line from MDW to downtown Chicago for a quick and convenient trip.

Read more about MDWby Stefanie Waldek
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Delta and 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
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 Thursday and avoid Sundays if you are looking for the best rates. For your return to Minneapolis, you’ll find the best rates on Wednesdays 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 September, where tickets cost $176 (return) on average. On the other hand, the most expensive months are March and February, where the average cost of round-trip tickets is $297 and $251 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 3 weeks before departure, which saves you about 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$49
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 23% lower on average.
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 $49 for a one-way ticket and $97 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?

    American Airlines, Delta, Aeromexico, and WestJet 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 $223 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 $273 and an overall rating of 8.0.

  • 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 $141 or less one-way and $141 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

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Tuesday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Wednesday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Thursday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Friday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Saturday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

Sunday

Air France, Delta, KLM, +2 more

Air France, Delta, +3 more

See more direct flights

Direct returns

Chicago Midway to Minneapolis St Paul

Monday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Tuesday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Wednesday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Thursday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Friday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Saturday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

Sunday

Air France, Delta, KLM, +4 more

Air France, Delta, +5 more

See more direct flights

Reviews of the top 3 airlines serving 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 4241 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

I always fly Delta main cabin and pay to upgrade my seat to preferred/extra leg room. However this time even with the buying the upgraded seat I was extremely cramped with very little legroom and unable to move comfortably. For some reason meal service was very early in the flight and my row seemed to have been skipped. Most of my attendant calls were unanswered. I was unable to get extra water, or crackers/snacks to make up for my missed meal. I always carry protein bars in my personal bag, but with no extra legroom I wasn’t able to access from underseat in front of me. I am unable to sleep while flying so I read and count on in flight entertainment. However the passenger in front of me reclined their seat fully preventing me from being able to view the screen or be able to rest my book on tray table to read. One of the first times I’ve been completely disappointed in Delta. I fly internationally 2-3 times a year.

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

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