$69 Cheap Flights from Minneapolis (MSP) to Chicago (MDW)

View $69 flight on Wed, Jun 24, 2026Opens in a new window

Popular airlines from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Midway Airport (MDW)

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Cheap Flights from Minneapolis to Chicago (MSP-MDW)

Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Jun 24 - Tue, Jun 30
MSP
Minneapolis
MDW
Chicago
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Delta flight, departing Wed, Jun 24 from Minneapolis to Chicago, returning Tue, Jun 30, priced at $137 just found
Southwest Airlines
Wed, Jun 24 - Tue, Jun 30
MSP
Minneapolis
MDW
Chicago
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jun 24 from Minneapolis to Chicago, returning Tue, Jun 30, priced at $137 just found
Southwest Airlines
Wed, Jun 24 - Tue, Jun 30
MSP
Minneapolis
MDW
Chicago
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jun 24 from Minneapolis to Chicago, returning Tue, Jun 30, priced at $147 just found
Southwest Airlines
Tue, May 26 - Tue, Jun 30
MSP
Minneapolis
MDW
Chicago
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, May 26 from Minneapolis to Chicago, returning Tue, Jun 30, priced at $153 found 1 day ago
Southwest Airlines
Tue, Aug 18 - Wed, Aug 19
MSP
Minneapolis
MDW
Chicago
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Tue, Aug 18 from Minneapolis to Chicago, returning Wed, Aug 19, priced at $157 found 10 hours ago
Southwest Airlines
Wed, Jun 3 - Thu, Jun 4
MSP
Minneapolis
MDW
Chicago
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jun 3 from Minneapolis to Chicago, returning Thu, Jun 4, priced at $157 just found
Delta
Tue, Aug 11 - Wed, Aug 12
MSP
Minneapolis
MDW
Chicago
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 11 from Minneapolis to Chicago, returning Wed, Aug 12, priced at $158 found 6 days ago
Southwest Airlines
Wed, Jun 3 - Thu, Jun 4
MSP
Minneapolis
MDW
Chicago
$167 Roundtrip, just found
$167
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jun 3 from Minneapolis to Chicago, returning Thu, Jun 4, priced at $167 just found
Delta
Wed, Jun 24 - Tue, Jun 30
MSP
Minneapolis
MDW
Chicago
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Delta flight, departing Wed, Jun 24 from Minneapolis to Chicago, returning Tue, Jun 30, priced at $172 just found
Frontier Airlines
Sat, May 30 - Mon, Jun 1
MSP
Minneapolis
MDW
Chicago
$179 Roundtrip, found 11 hours ago
$179
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, May 30 from Minneapolis to Chicago, returning Mon, Jun 1, priced at $179 found 11 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $279
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $279

Frequently asked questions

How much does a flight from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights and cheap return flights from $137 Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights generally range between $83 and $549, and roundtrip flights usually range from $168 to $673. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest month to fly from MSP to MDW is June when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
Delta operates around 30 direct flights from MSP to MDW every week.
What is the cheapest airline that flies from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
Frontier Airlines is one of the cheapest airlines offering connecting flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW), starting from around $115. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Minneapolis, MN (MSP) to Chicago, IL (MDW) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, WN typically offers the lowest fares. WN offers the most daily flights from MSP to MDW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
You can find approximately 9 nonstop flights per day from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW). For more options, look at flights that include layovers.
What is the earliest flight from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Minneapolis - St. Paul International Airport (MSP) to Midway International Airport (MDW) in Chicago typically departs at around 5:00 AM. This flight is operated by Southwest Airlines. An early departure can help you maximize your time in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Minneapolis, MN (MSP) to Chicago, IL (MDW) are in the early morning, from 6am to 9am. About 30% of passengers prefer this time window. Many major carriers, including Southwest Airlines and Delta, offer flights during this window. This timing is favored as it allows travelers to start their day early and arrive in Chicago with plenty of time to explore.
How long does it take to fly from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
Flying nonstop from MSP to MDW takes around 1 hour 30 minutes, with the route covering approximately 348 miles. Flights with a layover typically take 5 hours longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
First class seats are offered on the MSP to MDW route with Delta Air Lines.
How do I earn miles on a Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Minneapolis - St. Paul Intl. (MSP)?
From Minneapolis - St. Paul Intl. (MSP), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Baltimore Washington Intl. Thurgood Marshall (BWI), Denver Intl. (DEN), Nashville Intl. (BNA) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Minneapolis - St. Paul Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$137
Distance
348 mi
Average flight time
1 hour 34 mins

Book with confidence

Minneapolis to Chicago Flights

The cheapest times to fly from Minneapolis to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Minneapolis to Chicago are during the month of June. You can find some of the cheapest flights from Minneapolis to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Minneapolis to Chicago

Sunday is one of the best days to book for cheap flights from Minneapolis to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Minneapolis to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Minneapolis to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $69 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Minneapolis to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Minneapolis to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Minneapolis to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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