An airplane exhibit labeled "Concourse A" in an airport terminal.

CA $82 Cheap Flights from Minneapolis (MSP) to Chicago (MDW)

View CA $82 flight on Fri, Sep 11, 2026Opens in a new window

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

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap flights from Minneapolis (MSP) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $82 for one-way flights and CA $211 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $211 Roundtrip, found 3 days ago
CA $211
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $211 found 3 days ago
Delta
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $212 Roundtrip, found 3 days ago
CA $212
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $212 found 3 days ago
Delta
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $225 Roundtrip, found 3 days ago
CA $225
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $225 found 3 days ago
Southwest Airlines
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $239 Roundtrip, found 3 days ago
CA $239
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $239 found 3 days ago
Delta
Wed, Sep 9 - Mon, Sep 21
MSP
Minneapolis
MDW
Chicago
CA $244 Roundtrip, found 3 days ago
CA $244
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 9 from Minneapolis to Chicago, returning Mon, Sep 21, priced at CA $244 found 3 days ago
Delta
Wed, Sep 9 - Mon, Sep 21
MSP
Minneapolis
MDW
Chicago
CA $245 Roundtrip, found 3 days ago
CA $245
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 9 from Minneapolis to Chicago, returning Mon, Sep 21, priced at CA $245 found 3 days ago
Southwest Airlines
Wed, Sep 9 - Mon, Sep 21
MSP
Minneapolis
MDW
Chicago
CA $258 Roundtrip, found 3 days ago
CA $258
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Minneapolis to Chicago, returning Mon, Sep 21, priced at CA $258 found 3 days ago
Delta
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $261 Roundtrip, found 3 days ago
CA $261
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $261 found 3 days ago
Delta
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $268 Roundtrip, found 3 days ago
CA $268
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $268 found 3 days ago
Southwest Airlines
Thu, Oct 1 - Thu, Oct 15
MSP
Minneapolis
MDW
Chicago
CA $272 Roundtrip, found 3 days ago
CA $272
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 1 from Minneapolis to Chicago, returning Thu, Oct 15, priced at CA $272 found 3 days 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 centre is 23 minutes. Flights from CA $399
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $399

Find the cheapest month to fly from Minneapolis (MSP) to Chicago (MDW)

September is typically the cheapest month to fly

From CA $136 - CA $367 per traveller.

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 one-way and return flights from MSP to MDW with Expedia. 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 our cheapest fares first, and use the Price Tracking tool to receive alerts when MSP to MDW ticket fares go up or down.
What is the cheapest month to fly from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest months to fly from MSP to MDW are typically during off-peak season 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 are 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.)?
There are 2 airlines that offer direct flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW):
  • Southwest Airlines operates 33 direct flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW) every week.
  • Delta operates 25 direct flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW) every week.
What is the cheapest airline that flies from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
Delta is one of the cheapest airlines offering nonstop return flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW), with tickets starting from around CA$422 for flights that can be booked for departure within the next year. Delta also offers one of the cheapest connecting return flights on this route, with tickets starting from around CA$436. These prices are per adult for economy/coach class. 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.
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 - St. Paul Intl. (MSP) to Midway Intl. (MDW) will differ from traveler to traveler. If you like to fly early, Southwest Airlines offers early morning flights. If price is the most important factor, Southwest Airlines typically offers the lowest fares. Southwest Airlines offers the most daily flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (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'll find approximately 8 nonstop flights per day from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW). For even more choices, look at flights that include layovers, as there are around 28 connecting flights per day. Some common connection points include Denver Intl. (DEN), Baltimore Washington Intl. Thurgood Marshall (BWI), and Nashville Intl. (BNA).
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 Intl. (MSP) to Midway Intl. (MDW) typically departs around 5:00 AM, operated by Southwest Airlines. This is a seasonal service, active in June, July, and August. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
You'll typically find the most flights from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW) on a Friday, with around 19 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Southwest Airlines, Delta, and Frontier Airlines. Fridays offer notably more flight options compared to other days of the week, making it a great day to travel if you're looking for flexibility.
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 - St. Paul Intl. (MSP) to Midway Intl. (MDW) are in the morning, from 6am to 9am. Many major carriers, including Southwest Airlines, Delta and Frontier Airlines, offer flights during this window. Many travellers prefer these early morning flights as they allow you to arrive at your destination with plenty of time to start your day.
How long does it take to fly from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
A nonstop flight from Minneapolis - St. Paul Intl. (MSP) to Midway Intl. (MDW) typically takes around 1 hour 30 minutes. This route covers a distance of about 560 kilometres. If you opt for a one-stop flight, your travel time will be longer, usually around 6 hours 30 minutes, while flights with two or more stops can take about 10 hours 30 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Chicago, IL (MDW-Midway Intl.)?
Yes, you can fly business class or first class between MSP and MDW. You can fly business class with Frontier Airlines and Delta.First class cabins are available on Delta.
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, IL (MDW) from Minneapolis, MN (MSP)?
If you're planning to travel to Chicago from Minneapolis - St. Paul Intl. (MSP), you can fly directly into Midway Intl. (MDW). Some flights may connect through major hubs like Baltimore Washington Intl. Thurgood Marshall (BWI), Denver Intl. (DEN), or 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.) flight and hotel package 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.
Roundtrip price
CA $211
Distance
556 km
Average flight time
1 hour 28 mins

Book with confidence

Minneapolis - St. Paul to Chicago Flights

The easy way to book your flights from Minneapolis to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Minneapolis whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Minneapolis to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Minneapolis - St. Paul Intl., MSP to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Minneapolis to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Minneapolis currently is just CA $211 rising to CA $272.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Minneapolis 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Minneapolis - St. Paul to Chicago Flights

Explore a world of travel with Expedia

*Available to Expedia members.