$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 8/5. 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.
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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

Wed, Aug 20 - Tue, Aug 26
Delta Logo
8:25 am - 9:59 amORD-MSP
1h 34mnonstop
Delta Logo
3:15 pm - 4:45 pmMSP-ORD
1h 30mnonstop
$97Delta
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Thu, Aug 7 - Mon, Aug 11
Southwest Logo
5:25 pm - 7:00 pmMDW-MSP
1h 35mnonstop
Southwest Logo
3:30 pm - 5:00 pmMSP-MDW
1h 30mnonstop
$97Southwest
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Thu, Aug 21 - Thu, Aug 28
Sun Country Air Logo
6:25 pm - 8:12 pmORD-MSP
1h 47mnonstop
Sun Country Air Logo
1:00 pm - 2:42 pmMSP-ORD
1h 42mnonstop
$112Sun Country Air
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Sun, Nov 16 - Sun, Nov 16
Sun Country Air Logo
11:42 am - 1:24 pmORD-MSP
1h 42mnonstop
Sun Country Air Logo
3:30 pm - 5:08 pmMSP-ORD
1h 38mnonstop
$113Sun Country Air
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Thu, Aug 7 - Mon, Aug 11
 Logo
7:24 am - 9:03 amORD-MSP
1h 39mnonstop
 Logo
3:48 pm - 5:27 pmMSP-ORD
1h 39mnonstop
Sat, Sep 13 - Fri, Sep 19
American Airlines Logo
3:31 pm - 5:02 pmORD-MSP
1h 31mnonstop
American Airlines Logo
5:54 pm - 7:38 pmMSP-ORD
1h 44mnonstop
$142American Airlines
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Mon, Aug 25 - Wed, Aug 27
 Logo
10:10 am - 11:57 amORD-MSP
1h 47mnonstop
 Logo
9:22 am - 4:26 pmMSP-ORD
7h 04m1 stop
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
10:15 pm - 11:54 pmORD-MSP
1h 39mnonstop
American Airlines Logo
6:09 am - 7:52 amMSP-ORD
1h 43mnonstop
$155American Airlines
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Thu, Aug 7 - Mon, Aug 11
United Airlines Logo
7:24 am - 9:03 amORD-MSP
1h 39mnonstop
United Airlines Logo
6:00 am - 7:43 amMSP-ORD
1h 43mnonstop
$156United Airlines
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Thu, Aug 7 - Mon, Aug 11
United Airlines Logo
7:24 am - 9:03 amORD-MSP
1h 39mnonstop
United Airlines Logo
6:00 am - 7:43 amMSP-ORD
1h 43mnonstop
$157United Airlines
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$49
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 13% 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 23m.

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

    176 direct flights run between Chicago and Saint Paul on a daily basis. On average, there are about 1,237 departures each week.

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

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

  • 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 Southwest for $49. Southwest offered a round-trip connection from $97 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 66 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 4257 reviews
8.2Boarding
7.0Food
7.6Entertainment
8.6Crew
8.0Comfort
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

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 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 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

New boarding doesn't make sense. Filling front first is slow.

Nothing unusual. It was fine. I hate having to pay extra for my seat.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

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.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

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 meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

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!!!!!

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.

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

I had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

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

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