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

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Compare Minneapolis St Paul to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Minneapolis St Paul to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Minneapolis St Paul to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.$279 per passenger.Departing Wed, 2 Jul, returning Sat, 5 Jul.Return flight with Delta.Outbound direct flight with Delta departs from Minneapolis St Paul on Wed, 2 Jul, arriving in Chicago Midway.Inbound direct flight with Delta departs from Chicago Midway on Sat, 5 Jul, arriving in Minneapolis St Paul.Price includes taxes and charges.From $279, select.
Chicago.$280 per passenger.Departing Sat, 28 Jun, returning Sat, 19 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Sat, 28 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 19 Jul, arriving in Minneapolis St Paul.Price includes taxes and charges.From $280, select.
Chicago.$280 per passenger.Departing Sat, 21 Jun, returning Sat, 28 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Sat, 21 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 28 Jun, arriving in Minneapolis St Paul.Price includes taxes and charges.From $280, select.
Chicago.$289 per passenger.Departing Sat, 11 Oct, returning Sun, 12 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Sat, 11 Oct, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 12 Oct, arriving in Minneapolis St Paul.Price includes taxes and charges.From $289, select.
Chicago.$295 per passenger.Departing Sat, 9 Aug, returning Fri, 15 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Sat, 9 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 15 Aug, arriving in Minneapolis St Paul.Price includes taxes and charges.From $295, select.
Chicago.$295 per passenger.Departing Thu, 28 Aug, returning Mon, 1 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Thu, 28 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 1 Sep, arriving in Minneapolis St Paul.Price includes taxes and charges.From $295, select.
Chicago.$295 per passenger.Departing Fri, 5 Sep, returning Thu, 18 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Fri, 5 Sep, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 18 Sep, arriving in Minneapolis St Paul.Price includes taxes and charges.From $295, select.
Chicago.$311 per passenger.Departing Thu, 31 Jul, returning Fri, 1 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Minneapolis St Paul on Thu, 31 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 1 Aug, arriving in Minneapolis St Paul.Price includes taxes and charges.From $311, select.

Find the cheapest month to fly from Minneapolis St Paul to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Minneapolis St Paul to Chicago Midway flights are currently cheapest in July.
Jun
from $280
Jul
from $279
Aug
from $295
Sep
from $295
Oct
from $289
Nov
from $399
Dec
from $396
Jan
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Feb
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Mar
from $523
Apr
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May
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Direct flights from Minneapolis St Paul to Chicago Midway

Minneapolis St Paul to Chicago Midway: Alternative routes

Compare routes from Minneapolis St Paul to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Minneapolis to Chicago: Flight information

The things to know before you go.
Cheapest flight found$279
Cheapest month to flyJuly
Average flight time1 hr, 35 mins
Most popular airlineSouthwest Airlines
Average flights per week103

Finding cheap flights from Minneapolis St Paul to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Minneapolis St Paul to Chicago Midway is $279. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 35 minutes is the average flight time from Minneapolis St Paul to Chicago Midway.
Southwest Airlines, WestJet and Delta fly direct from Minneapolis St Paul to Chicago Midway.
As of June 2025, there are 103 flights per week flying from Minneapolis St Paul to Chicago Midway.
The cheapest month to fly from Minneapolis St Paul to Chicago Midway is usually June 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Minneapolis St Paul Airport to Chicago Midway Airport on Wednesday, 2 July 2025.
Yes – the average flight time is 1 hour and 35 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to Chicago Midway.

Travelling from Minneapolis-St. Paul International Airport (MSP) to Chicago Midway International Airport (MDW): what you need to know

  • Around 1 hour 35 minutes is how long you can expect to be travelling on a direct flight from Minneapolis-St. Paul International Airport to Chicago Midway International Airport.

  • Minneapolis and Chicago are in the same timezone, UTC-5.

  • Take your pick of 56 weekly Minneapolis-St. Paul International Airport to Chicago Midway International Airport flights. The 05:00 departure with Southwest Airlines is the earliest flight you can take. Southwest Airlines operates the latest service of the day at 21:55.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules worth sticking to. Get to the airport on time to catch your MSP to MDW flight.

  • Travelling during a peak time like July? Public holidays and other popular periods can mean longer queues and delays at airport checkpoints. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.

  • Flying into Chicago (and then discovering more of United States!) is a breeze with Delta Air Lines. This popular airline offers direct flights from Minneapolis-St. Paul International Airport to Chicago Midway International Airport.

  • The airline that serves the most passengers on this route is Delta Air Lines.

  • With 79.93% of services landing as planned, Southwest Airlines is the most punctual carrier operating MSP to MDW flights.

  • We make it a breeze to book a flight with a stopover. To see your options for tickets from Minneapolis-St. Paul International Airport to Chicago Midway International Airport, uncheck 'Direct flights only.' Then, pick a flight with a stop long enough to explore your chosen city. Worthwhile stopovers between MSP and MDW include:

    • Lambert-St. Louis International Airport

    • Kansas City International Airport

    • Cleveland Hopkins International Airport

How to find the cheapest flights from Minneapolis-St. Paul International Airport (MSP) to Chicago Midway International Airport (MDW)

  • $137 is currently the lowest price for a one-way Minneapolis-St. Paul International Airport to Chicago Midway International Airport flight. Return flights start at $279. These fares may change based on demand and availability.

  • Book seven months before flying. After looking at the numbers on our calendar, this is how far you'll want to book ahead to find cheap tickets from MSP to MDW.

  • Organise your trip for June. That's the cheapest month for flights from Minneapolis-St. Paul International Airport to Chicago Midway International Airport. If you're flexible on when you fly, try out the 'Whole month' tool to see the cheapest airfare across every month.

  • There's no need to check back in every day to see if fares have dropped when you create a Price Alert. We'll notify you the moment there's a change in price on cheap flights from MSP to MDW.

  • Tailor your trip using filters. Pick your preferred departure and arrival times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Minneapolis-St. Paul International Airport to Chicago Midway International Airport.

Handy information about Minneapolis-St. Paul International Airport (MSP)

  • MSP is located at 6040 28th Avenue South.

  • Of the departures from Minneapolis-St. Paul International Airport, 77.37% land on schedule at their destination.

  • To reach Minneapolis-St. Paul International Airport from central Minneapolis, it'll take around 20 minutes if you're planning to drive. This depends on traffic though. It's approximately 21 kilometres from the airport to the city centre.

  • The journey on public transport typically takes 25 minutes.

  • Taking an early flight from Minneapolis-St. Paul International Airport to Chicago Midway International Airport? Avoid the stress of rushing to the airport (and catch some extra z's) by picking one of these hotels close to MSP:

Arriving at Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • You'll find MDW at 5700 South Cicero.

  • Chicago Midway International Airport to the centre of Chicago has a drive time of around 20 minutes. It's approximately 19 kilometres away.

  • Getting there on public transport typically takes 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • It's time to work out your dates for your flight from Minneapolis-St. Paul International Airport to Chicago Midway International Airport. July is the most popular month to head to Chicago. If you're after a quieter vibe, go in May.

  • Book your flight from Minneapolis-St. Paul International Airport to Chicago Midway International Airport for July if you want to visit Chicago during its warmest month. You can expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • If you want cooler conditions, search for a cheap ticket from MSP to MDW in January. Temperatures average between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of United States

  • You've visited Chicago, now it's time to discover other corners of United States. Travel about 451 kilometres south-east to Columbus to tick off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • Indianapolis is another standout destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Minneapolis to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.