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$64+ Cheap flights from Saint Paul, MN to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Cheapflights Tip: The best prices from Saint Paul to Chicago are usually found in September or December, booked 25 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Saint Paul to Chicago

Cheapest flights from Saint Paul to Chicago
Explore the most affordable flight options available from Saint Paul to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2026.

This Super.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:42 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Thu 4/308:06 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/24$136
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:18 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Mon 4/207:05 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/25$137
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:18 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Fri 4/177:27 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/25$138
This Expedia deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:57 am
MSP
-
ORD
1 stop12h 55m
Frontier
Wed 5/69:42 pm
ORD
-
MSP
1 stop11h 37m
Frontier
Deal found 3/23$140
This Kiwi.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:50 pm
MSP
-
ORD
Nonstop1h 49m
Sun Country Air
Mon 7/276:25 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/24$143
This Super.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/94:24 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Fri 4/177:27 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/21$146
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:30 pm
MSP
-
ORD
Nonstop1h 49m
Sun Country Air
Sat 7/46:19 pm
ORD
-
MSP
Nonstop1h 46m
Sun Country Air
Deal found 3/26$147
This Cheapflightsfares deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 pm
MSP
-
ORD
Nonstop1h 36m
Sun Country Air
Fri 5/88:06 pm
ORD
-
MSP
Nonstop1h 44m
Sun Country Air
Deal found 3/25$148
This Trip.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:47 am
MSP
-
ORD
1 stop13h 12m
Multiple Airlines
Fri 4/247:35 pm
ORD
-
MSP
Nonstop1h 46m
Multiple Airlines
Deal found 3/24$149
This Expedia deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:30 am
MSP
-
ORD
1 stop11h 09m
Multiple Airlines
Fri 5/88:06 pm
ORD
-
MSP
Nonstop1h 44m
Multiple Airlines
Deal found 3/26$150
This Super.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:39 pm
MSP
-
ORD
1 stop22h 58m
Frontier
Tue 5/129:42 pm
ORD
-
MSP
1 stop11h 37m
Frontier
Deal found 3/24$151
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:14 am
MSP
-
ORD
1 stop10h 23m
Multiple Airlines
Mon 5/188:06 pm
ORD
-
MSP
Nonstop1h 44m
Multiple Airlines
Deal found 3/25$153

Find flight deals from Saint Paul to Chicago

Keep the following information in mind while searching for Saint Paul to Chicago flight deals. Data was last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$136
(Super.com)

One-way from

$64
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$274
Provider with most accurate pricing for Minneapolis St Paul-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago (CHI) flights.
Search Deals
From Saint Paul to Chicago (CHI)
Search Deals
One-way flight from Saint Paul to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saint Paul to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
Use the filters below to find and compare flights from Saint Paul to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 7/29

5:30 pm-7:19 pm

Nonstop1h 49m

Chicago O'Hare Intl

Thu 7/30

6:31 pm-8:17 pm

Nonstop1h 46m

$184

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 4/21

8:40 am-4:35 pm

2 stops7h 55m

Chicago Midway

Tue 4/28

4:40 pm-10:30 pm

1 stop5h 50m

$203

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 4/21

7:10 am-12:50 pm

1 stop5h 40m

Chicago O'Hare Intl

Tue 4/28

2:40 pm-11:05 pm

1 stop8h 25m

$203

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 9/4

5:30 pm-7:12 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 9/6

8:00 am-9:36 am

Nonstop1h 36m

$204

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 7/9

3:30 pm-5:19 pm

Nonstop1h 49m

Chicago O'Hare Intl

Mon 7/13

6:31 pm-8:17 pm

Nonstop1h 46m

$204

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 6/3

1:08 pm-2:50 pm

Nonstop1h 42m

Chicago O'Hare Intl

Thu 6/4

10:25 am-12:12 pm

Nonstop1h 47m

$210

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 5/16

6:10 am-12:42 pm

1 stop6h 32m

Chicago Midway

Tue 5/19

9:23 am-11:00 am

Nonstop1h 37m

$220

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 5/19

4:20 pm-5:56 pm

Nonstop1h 36m

Chicago Midway

Fri 5/22

1:59 pm-3:40 pm

Nonstop1h 41m

$246

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 6/3

7:34 am-9:18 am

Nonstop1h 44m

Chicago O'Hare Intl

Sun 6/7

5:45 pm-7:27 pm

Nonstop1h 42m

$246

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sun 4/26

5:15 pm-6:54 pm

Nonstop1h 39m

Chicago O'Hare Intl

Wed 4/29

2:30 pm-4:08 pm

Nonstop1h 38m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 57 resultsSorted by cheapest first
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Best time to book a flight from Saint Paul to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saint Paul with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Saint Paul to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Saint Paul to Chicago. Price data was last updated on March 13, 2026.

Booking 25 days in advance of your planned departure date is, on average, the best time to get cheap flights from Saint Paul to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Saint Paul to Chicago?

Currently, April is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $54). Flying from Saint Paul to Chicago in February is currently the most expensive (average of $116). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SA1 to CHI?

Find hourly flight availability from Saint Paul to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2026.

One of the essential ways to save on airfare from Saint Paul to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 30% on airfare.

What is the cheapest day to fly from Saint Paul to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Saint Paul to Chicago. Price data was last updated on March 23, 2026.

Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Saint Paul to Chicago

Explore weekly flight availability from Saint Paul to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 26, 2026.

The most flights from SA1 to CHI are scheduled on a Wednesday (105 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Saint Paul to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 26, 2026.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,333 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,336 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,488 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,496 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Sun Country Air
6.8
Okay
339 reviews
Southwest
8.0
Very good
4,333 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Saint Paul to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Saint Paul to Chicago?

    For as low as $210, Sun Country Air can have you in Chicago from Saint Paul in 1h 42m. There are 333 mi between Saint Paul and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Saint Paul to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $29. However, be on the lookout for offers from Southwest and American Airlines, as they are both options that can get you from Saint Paul to Chicago for a low price.

  • What are the most popular routes from Saint Paul to Chicago?

    The most popular flight routes from Saint Paul to Chicago are Minneapolis St Paul - Chicago O'Hare Intl, Minneapolis St Paul - Chicago Midway and Minneapolis St Paul - Chicago Greater Rockford.

  • What are the most reliable airlines from Saint Paul to Chicago?

    No one likes to see their flight delayed. When booking a flight from Saint Paul to Chicago consider choosing ANA (75%), Korean Air (73%) or Qatar Airways (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Saint Paul to Chicago?

    While on average a flight from Saint Paul to Chicago is generally $758, our data shows the cheapest flight currently is $77. When looking at the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl), you can expect to pay $136 for that flight.

  • Can I find deals for flights from Saint Paul to Chicago that include hotel bookings?

    Yes. In addition to deals on Saint Paul to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saint Paul to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saint Paul to Chicago.

  • Can I find deals for business class flights from Saint Paul to Chicago?

    Yes. Cheapflights offers flight deals from Saint Paul to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Saint Paul to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $54). Flying from Saint Paul to Chicago in February is currently the most expensive (average of $116). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 6 airlines flying from Saint Paul to Chicago

Discover the top 6 airlines that operate flights from Saint Paul to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$96FlexibilityNo cancel feeOn-time62%
DeltaCheapest$55Average$229FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$59Average$149FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$91Average$318FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$93Average$234FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$100Average$222FlexibilityNo cancel feeOn-time63%

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