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$49+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Cheapflights Tip: The best prices from Saint Paul to Chicago are usually found in September or November, booked 56 days in advance, depart on a Friday or Thursday and return on a Thursday

Find 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 November 2, 2025.

This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:54 amMSP - ORD
Nonstop1h 50mMultiple Airlines
Mon 12/227:38 pmORD - MSP
Nonstop1h 36mMultiple Airlines
Deal found 11/2$75
This Priceline deal was found by Cheapflights users on 10/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:31 amMSP - ORD
Nonstop1h 45mFrontier
Mon 12/156:00 amORD - MSP
Nonstop1h 36mFrontier
Deal found 10/31$76
This Booking.com deal was found by Cheapflights users on 11/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/248:54 amMSP - ORD
Nonstop1h 45mSun Country Air
Thu 11/279:20 amORD - MSP
Nonstop1h 42mSun Country Air
Deal found 11/1$78
This Frontier deal was found by Cheapflights users on 10/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:31 amMSP - ORD
Nonstop1h 45mFrontier
Mon 12/87:00 amORD - MSP
1 stop17h 02mFrontier
Deal found 10/31$82
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:54 amMSP - ORD
Nonstop1h 50mMultiple Airlines
Fri 12/1912:26 pmORD - MSP
Nonstop1h 36mMultiple Airlines
Deal found 11/2$85
This Trip.com deal was found by Cheapflights users on 10/31. 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.
Fri 12/262:57 pmMSP - ORD
Nonstop1h 45mMultiple Airlines
Tue 12/306:44 pmORD - MSP
Nonstop1h 39mMultiple Airlines
Deal found 10/31$87
This Frontier deal was found by Cheapflights users on 11/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:41 amMSP - ORD
Nonstop1h 35mFrontier
Wed 11/266:13 amORD - MSP
Nonstop1h 33mFrontier
Deal found 11/1$88
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Tue 12/238:36 amMSP - ORD
Nonstop1h 50mSun Country Air
Tue 12/306:44 pmORD - MSP
Nonstop1h 39mSun Country Air
Deal found 11/2$89
This Priceline deal was found by Cheapflights users on 11/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:12 pmMSP - ORD
Nonstop1h 38mMultiple Airlines
Fri 12/2612:26 pmORD - MSP
Nonstop1h 36mMultiple Airlines
Deal found 11/1$90
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:30 pmMSP - MDW
Nonstop1h 48mDelta
Mon 12/81:50 pmMDW - MSP
Nonstop1h 40mDelta
Deal found 10/30$97
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:24 amMSP - MDW
Nonstop1h 55mDelta
Tue 12/167:02 pmMDW - MSP
Nonstop1h 43mDelta
Deal found 11/2$117
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:24 amMSP - MDW
Nonstop1h 55mDelta
Tue 12/91:50 pmMDW - MSP
Nonstop1h 40mDelta
Deal found 10/30$120

Cheap 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 November 2, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$75
(FlightHub)

One-way from

$49
(Southwest)

Popular in

February

Cheapest in

September

Average price

$160
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. 16% potential increase in price ($35 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 November 2025
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 November 2, 2025.
Use the filters below to find and compare flights from Saint Paul to Chicago that are best for you.

Fly from

Saint Paul

Fly to

Chicago

Route

Depart

Return

Price

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 12/3

6:55 am-8:40 am

Nonstop1h 45m

Chicago O'Hare Intl

Mon 12/8

8:40 pm-10:15 pm

Nonstop1h 35m

$97

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 12/29

5:00 pm-6:38 pm

Nonstop1h 38m

Chicago O'Hare Intl

Wed 12/31

11:45 am-1:24 pm

Nonstop1h 39m

$108

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 12/17

11:22 am-1:10 pm

Nonstop1h 48m

Chicago Midway

Wed 12/24

5:59 pm-7:45 pm

Nonstop1h 46m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sun 12/14

10:05 am-11:40 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/17

6:00 am-7:37 am

Nonstop1h 37m

$120

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sun 12/21

5:12 pm-6:50 pm

Nonstop1h 38m

Chicago O'Hare Intl

Sun 1/4

7:50 pm-9:29 pm

Nonstop1h 39m

$125

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 11/25

9:00 am-10:45 am

Nonstop1h 45m

Chicago O'Hare Intl

Thu 11/27

9:20 am-11:02 am

Nonstop1h 42m

$128

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 12/3

9:46 am-11:27 am

Nonstop1h 41m

Chicago O'Hare Intl

Fri 12/5

7:15 am-8:44 am

Nonstop1h 29m

$130

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 12/8

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

Tue 12/9

9:59 am-11:42 am

Nonstop1h 43m

$130

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 12/8

8:00 pm-9:40 pm

Nonstop1h 40m

Chicago O'Hare Intl

Tue 12/9

6:00 am-7:37 am

Nonstop1h 37m

$130

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 12/3

8:00 pm-9:40 pm

Nonstop1h 40m

Chicago O'Hare Intl

Sun 12/7

6:00 am-7:37 am

Nonstop1h 37m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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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 October 31, 2025.

Booking 56 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 $55). Flying from Saint Paul to Chicago in January is currently the most expensive (average of $118). 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 November 2, 2025.

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 43% 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 November 2, 2025.

Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday evenings 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 November 2, 2025.

The most flights from SA1 to CHI are scheduled on a Sunday (101 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

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 November 2, 2025.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,036 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $108, Delta can have you in Chicago from Saint Paul in 1h 38m. 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 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 Copa Airlines (97%), Sun Country Air (94%) or Turkish Airlines (91%) 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 $933, our data shows the cheapest flight currently is $49. When looking at the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl), you can expect to pay $64 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 $55). Flying from Saint Paul to Chicago in January is currently the most expensive (average of $118). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Saint Paul to Chicago

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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$107FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$68Average$157FlexibilityNo cancel feeOn-time83%
DeltaCheapest$71Average$328FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$301FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$97Average$222FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$101Average$224FlexibilityNo cancel feeOn-time63%

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