MSP - MDW

$58 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 12/6. 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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Booking Insights
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

Sat, Oct 18 - Tue, Oct 21
Delta Logo
8:50 am - 10:30 amMSP-MDW
1h 40mnonstop
Delta Logo
7:10 pm - 8:49 pmMDW-MSP
1h 39mnonstop
$101Delta
Find Deal
Sat, Oct 25 - Mon, Oct 27
Delta Logo
4:08 pm - 5:43 pmMSP-MDW
1h 35mnonstop
Delta Logo
9:20 am - 11:02 amMDW-MSP
1h 42mnonstop
$115Delta
Find Deal
Sun, Oct 5 - Wed, Oct 8
Delta Logo
7:14 am - 8:53 amMSP-MDW
1h 39mnonstop
Delta Logo
9:20 am - 11:02 amMDW-MSP
1h 42mnonstop
$117Delta
Find Deal
Sat, Oct 4 - Wed, Oct 8
Delta Logo
8:59 am - 12:28 pmMSP-MDW
3h 29m1 stop
Delta Logo
9:20 am - 11:02 amMDW-MSP
1h 42mnonstop
$118Delta
Find Deal
Thu, Oct 2 - Sun, Oct 5
Frontier Logo
12:25 pm - 11:41 pmMSP-MDW
11h 16m1 stop
Frontier Logo
6:20 am - 8:45 amMDW-MSP
26h 25m1 stop
$122Frontier
Find Deal
Fri, Nov 14 - Sun, Nov 16
Frontier Logo
11:29 am - 6:39 pmMSP-MDW
7h 10m1 stop
Frontier Logo
1:37 pm - 10:34 amMDW-MSP
20h 57m1 stop
$123Frontier
Find Deal
Thu, Oct 2 - Sat, Oct 4
Southwest Logo
5:15 am - 6:45 amMSP-MDW
1h 30mnonstop
Southwest Logo
3:00 pm - 4:30 pmMDW-MSP
1h 30mnonstop
$126Southwest
Find Deal
Fri, Nov 14 - Mon, Nov 17
Southwest Logo
4:45 pm - 6:20 pmMSP-MDW
1h 35mnonstop
Southwest Logo
8:45 pm - 10:15 pmMDW-MSP
1h 30mnonstop
$131Southwest
Find Deal
Thu, Oct 2 - Mon, Oct 6
 Logo
12:25 pm - 11:41 pmMSP-MDW
11h 16m1 stop
 Logo
6:20 am - 11:27 pmMDW-MSP
17h 07m1 stop
Sat, Oct 4 - Tue, Oct 7
 Logo
9:31 am - 11:41 pmMSP-MDW
14h 10m1 stop
 Logo
8:05 am - 11:58 amMDW-MSP
27h 53m1 stop

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
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
Delta
Cheapest • from $101 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 22% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$101
Overall average: $181
Delta
Sat 10/18Tue 10/21
MSP - MDW • Non-stop
Cheapest one-way
$58
Typical prices: $105-251
Delta
Sat 12/6
MSP - MDW • Non-stop
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!
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.
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
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
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 54% 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$58
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 $58 for a one-way ticket and $101 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 $276 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 $144 or less one-way and $161 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 4248 reviews
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

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

Information on your arrival and departure airports

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