MSP - MDW

$59 Find Cheap Flights from Minneapolis to Chicago Midway Airport - Compare and Save

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 10/3. 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

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Everything you should know

Cheapest round-trip
$117
Typical prices: $123-$279
Delta
Thu 10/1Sat 10/31
MSP - MDW • Non-stop
Cheapest non-stop
$117
Typical prices: $145-$313
Southwest
Wed 8/26Wed 9/2
MSP - MDW • Non-stop
Top airlines
Cheapest • from $117 (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 29m
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 5 weeks in advance save around 65% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
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 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

Thu, Oct 1 - Sat, Oct 31
Delta Logo
7:05 am - 8:48 am
MSP
-
MDW
1h 43mnonstop
Delta Logo
10:01 am - 11:42 am
MDW
-
MSP
1h 41mnonstop
$117Delta
Sat, Aug 22 - Mon, Aug 24
Delta Logo
4:24 pm - 6:01 pm
MSP
-
MDW
1h 37mnonstop
Delta Logo
1:51 pm - 3:35 pm
MDW
-
MSP
1h 44mnonstop
$117Delta
Wed, Aug 26 - Wed, Sep 2
Southwest Logo
6:15 am - 7:40 am
MSP
-
MDW
1h 25mnonstop
Southwest Logo
8:30 pm - 10:00 pm
MDW
-
MSP
1h 30mnonstop
$117Southwest
Thu, Sep 17 - Sat, Sep 19
Southwest Logo
7:40 am - 9:10 am
MSP
-
MDW
1h 30mnonstop
Southwest Logo
8:00 am - 9:45 am
MDW
-
MSP
1h 45mnonstop
$117Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
7:40 am - 9:10 am
MSP
-
MDW
1h 30mnonstop
Southwest Logo
8:00 am - 9:45 am
MDW
-
MSP
1h 45mnonstop
$117Southwest
Wed, Sep 9 - Sat, Sep 12
Delta Logo
7:05 am - 8:48 am
MSP
-
MDW
1h 43mnonstop
Delta Logo
9:59 am - 11:40 am
MDW
-
MSP
1h 41mnonstop
$117Delta
Wed, Sep 2 - Tue, Sep 8
Delta Logo
6:57 am - 8:39 am
MSP
-
MDW
1h 42mnonstop
Delta Logo
7:13 pm - 9:00 pm
MDW
-
MSP
1h 47mnonstop
$117Delta
Tue, Aug 25 - Sat, Aug 29
Frontier Logo
2:38 pm - 10:47 pm
MSP
-
MDW
8h 09m
1 stop
Frontier Logo
6:05 am - 1:43 pm
MDW
-
MSP
7h 38m
1 stop
$118Frontier
Wed, Aug 26 - Mon, Aug 31
Frontier Logo
2:38 pm - 10:47 pm
MSP
-
MDW
8h 09m
1 stop
Frontier Logo
11:50 am - 6:02 pm
MDW
-
MSP
6h 12m
1 stop
$118Frontier
Mon, Aug 31 - Thu, Sep 3
Frontier Logo
10:15 am - 8:31 pm
MSP
-
MDW
10h 16m
1 stop
Frontier Logo
9:26 pm - 9:03 am
MDW
-
MSP
11h 37m
1 stop
$118Frontier
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.

How much is a round-trip flight from Minneapolis to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Minneapolis to Chicago Midway Airport departing in September.

Flight prices are below average for this route right now.

Flights to Chicago Midway Airport from Minneapolis usually cost between $147 and $330 in September.
The lowest price found in the past 5 days was $117 on Southwest (Sep 3-Sep 9).

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 Saturday and avoid Sundays if you are looking for the best rates. For your return to Minneapolis, you’ll find the best rates on Thursdays 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 $177 (return) on average. On the other hand, the most expensive months are July and May, where the average cost of round-trip tickets is $381 and $353 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 5 weeks before departure, which saves you about 65% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 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 season

February

Cheapest flight

$59
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 30% 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 5 days, the lowest price for a flight from Minneapolis to Chicago Midway Airport was $59 for a one-way ticket and $117 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, 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 $281 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 $290 and an overall rating of 7.8.

  • 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 $181 or less one-way and $279 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 4229 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

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

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

I missed the flight because the Minneapolis flight was 49 minutes LATE, and the Boise flight LEFT 24 minutes EARLY!

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

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