$49 Find Cheap Flights from Chicago to Saint Paul

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Saint Paul departing on 9/29. 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

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Flight Deals

Cheap Flights from Chicago to Saint Paul (CHI-MSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Saint Paul 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 Chicago to Saint Paul

Sat, Sep 27 - Mon, Sep 29
Sun Country Air Logo
6:35 am - 8:18 amORD-MSP
1h 43mnonstop
Sun Country Air Logo
10:45 am - 12:23 pmMSP-ORD
1h 38mnonstop
$86Sun Country Air
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Thu, Oct 2 - Sun, Oct 5
Sun Country Air Logo
7:45 pm - 9:28 pmORD-MSP
1h 43mnonstop
Sun Country Air Logo
2:54 pm - 4:33 pmMSP-ORD
1h 39mnonstop
$92Sun Country Air
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Tue, Sep 30 - Tue, Oct 7
United Airlines Logo
7:25 am - 9:01 amORD-MSP
1h 36mnonstop
United Airlines Logo
6:00 am - 7:43 amMSP-ORD
1h 43mnonstop
$97United Airlines
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Tue, Oct 14 - Sat, Oct 18
Delta Logo
7:10 pm - 8:49 pmMDW-MSP
1h 39mnonstop
Delta Logo
4:08 pm - 5:43 pmMSP-MDW
1h 35mnonstop
$97Delta
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Sat, Sep 27 - Mon, Sep 29
Delta Logo
6:15 am - 7:49 amORD-MSP
1h 34mnonstop
Delta Logo
3:22 pm - 5:04 pmMSP-ORD
1h 42mnonstop
$98Delta
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Wed, Sep 24 - Sat, Sep 27
Southwest Logo
7:25 am - 2:30 pmMDW-MSP
7h 05m1 stop
Southwest Logo
7:20 am - 8:50 amMSP-MDW
1h 30mnonstop
$107Southwest
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Wed, Sep 24 - Sat, Sep 27
Southwest Logo
8:20 pm - 9:55 pmMDW-MSP
1h 35mnonstop
Southwest Logo
6:15 am - 1:30 pmMSP-MDW
7h 15m2 stops
$112Southwest
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Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
10:10 pm - 11:40 pmORD-MSP
1h 30mnonstop
American Airlines Logo
7:10 pm - 8:50 pmMSP-ORD
1h 40mnonstop
$120American Airlines
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Fri, Oct 17 - Mon, Oct 20
United Airlines Logo
7:25 am - 9:01 amORD-MSP
1h 36mnonstop
United Airlines Logo
6:00 am - 7:43 amMSP-ORD
1h 43mnonstop
$129United Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
American Airlines Logo
7:19 am - 8:49 amORD-MSP
1h 30mnonstop
American Airlines Logo
6:20 am - 7:58 amMSP-ORD
1h 38mnonstop
$130American Airlines
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Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Chicago O'Hare Airport to Minneapolis

When to book flights from Chicago to Saint Paul

Are your dates flexible? Find out the best times to travel from Chicago to Saint Paul based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Saint Paul

  • Which airports will I be using when flying from Chicago to Saint Paul?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Saint Paul does not have its own airport so you’ll be flying into nearby Minneapolis St Paul airport, which is 7.6 mi away.

  • How long does a flight from Chicago to Saint Paul take?

    Direct flights cover the 348 miles separating Chicago and Saint Paul in about 1h 25m.

  • How many flights are there between Chicago and Saint Paul?

    151 direct flights run between Chicago and Saint Paul on a daily basis. On average, there are about 1,059 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Saint Paul?

    Consider leaving on a Saturday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

  • How does KAYAK find such low prices on flights from Chicago to Saint Paul?

    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 Chicago to Saint Paul.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Saint Paul?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Paul from Chicago 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 Chicago to Saint Paul?

    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 Saint Paul with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Saint Paul?

    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 Saint Paul from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Saint Paul?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Saint Paul found on KAYAK was with Delta for $49. Sun Country Air offered a round-trip connection from $86 and Delta from $97.

Top tips for finding cheap flights from Chicago to Saint Paul

  • There is no airport in Saint Paul. Instead, you’ll be flying into Minneapolis-Saint Paul Airport when flying between Chicago and Saint Paul.
  • The cheapest flight from Chicago to Saint Paul was found 78 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, February and March. The cheapest month to fly is April.

Reviews of the top 5 airlines serving Chicago to Saint Paul

 
Need help choosing which airline to fly with from Chicago to Saint Paul? 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 4237 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

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

6.0 GoodCarl, Aug 2025MSY - BWI
Read more Southwest reviews

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.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

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

It was beautiful easy and smooth experience. Thank you. Will definitely get Delta for my next travel.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

Delta is a premier airline so my expectations are most always met.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

I love my flight attendant Faith, always smiles always helpful. She makes the flight experience wonderful thank you

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever

Multiple delays because they screwed up on the crew schedule and had to wait for over an hour for more people to come.

It was good. Basic flight. Drinks only. Pay budget. Get budget and I’m good with that. I want to get where I need to go. Not hard to please. Female First Officer is an absolute bonus for me!

The Wi-Fi was off, the arm rests are hard plastic.

The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

I already filled out a survey for this flight. We booked through KAYAK with airfare assist, and airfare assist did not confirm or honor our flight. Therefore, we had to go to a different place with a different travel agency. I tried very hard with airfare assist, They also promoted this on cheapair.com, but it was a bait and switch in both instances.

Boarded flight, issues with the place and had to get off the plane, wait, and then board a different plane at a different gate. This impacted my short trip negatively. A worker died outside of the plane window and we sat there the entire time while they tried to revive him, unsuccessfully, which was traumatic.

The flight there was frustrating but the flight home was very good.

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

Everything you need to know for your flight from Chicago to Saint Paul

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