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 8/27. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Expert advice
Useful Info
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

Wed, Aug 13 - Mon, Aug 18
Delta Logo
4:05 pm - 5:37 pmMSP-MDW
1h 32mnonstop
Delta Logo
9:15 am - 10:53 amMDW-MSP
1h 38mnonstop
$97Delta
Find Deal
Wed, Aug 6 - Wed, Aug 27
Southwest Logo
3:15 pm - 4:45 pmMSP-MDW
1h 30mnonstop
Southwest Logo
9:00 am - 2:30 pmMDW-MSP
5h 30m1 stop
$107Southwest
Find Deal
Thu, Aug 28 - Tue, Sep 2
Southwest Logo
3:30 pm - 5:00 pmMSP-MDW
1h 30mnonstop
Southwest Logo
10:30 am - 8:25 pmMDW-MSP
9h 55m2 stops
$112Southwest
Find Deal
Mon, Aug 11 - Wed, Aug 13
Southwest Logo
5:35 am - 12:55 pmMSP-MDW
7h 20m1 stop
Southwest Logo
4:25 pm - 6:00 pmMDW-MSP
1h 35mnonstop
$113Southwest
Find Deal
Tue, Oct 7 - Thu, Oct 9
Southwest Logo
4:25 pm - 10:05 pmMSP-MDW
5h 40m1 stop
Southwest Logo
7:40 am - 12:00 pmMDW-MSP
4h 20m1 stop
$117Southwest
Find Deal
Wed, Aug 6 - Wed, Aug 27
Southwest Logo
6:00 am - 3:10 pmMSP-MDW
9h 10m1 stop
Southwest Logo
7:25 am - 2:30 pmMDW-MSP
7h 05m1 stop
$122Southwest
Find Deal
Wed, Aug 6 - Sat, Aug 9
Delta Logo
4:05 pm - 5:39 pmMSP-MDW
1h 34mnonstop
Delta Logo
1:46 pm - 3:24 pmMDW-MSP
1h 38mnonstop
$124Delta
Find Deal
Sat, Jul 26 - Sat, Aug 2
Frontier Logo
4:14 pm - 10:35 pmMSP-MDW
6h 21m1 stop
Frontier Logo
6:20 am - 2:51 pmMDW-MSP
8h 31m1 stop
$260Frontier
Find Deal
Thu, Aug 21 - Fri, Aug 22
Frontier Logo
11:47 am - 11:27 pmMSP-MDW
11h 40m1 stop
Frontier Logo
6:31 pm - 12:17 amMDW-MSP
5h 46m1 stop
$302Frontier
Find Deal
Thu, Oct 2 - Sun, Oct 5
Frontier Logo
11:49 am - 6:18 pmMSP-MDW
6h 29m1 stop
Frontier Logo
11:48 am - 8:10 pmMDW-MSP
8h 22m1 stop
$304Frontier
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
Useful Info

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 September, where tickets cost $195 (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. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonJuly
High seasonSeptember
Cheapest flight$49
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 16% 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?

    Delta, American Airlines, Aeromexico, WestJet, and JetBlue 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 $224 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 $269 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 $154 or less one-way and $223 or less round-trip.

Prefer to fly direct from Minneapolis to Chicago Midway Airport?

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
See more direct flights

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 4287 reviews
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
7.6Entertainment
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

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

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

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.

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.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.