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$58+ 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
may. 4 — may. 111
dom. 5/4
dom. 5/11
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 55 days in advance, depart on a Friday or Thursday and return on a Friday

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 abril 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$114
(lastminute.com)

One-way from

$58
(Cheapflightsfares)

Popular in

February

Cheapest in

September

Average price

$174
Provider with most accurate pricing for Minneapolis St Paul-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago (CHI) flights.
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From Saint Paul to Chicago (CHI)
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One-way flight from Saint Paul to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 abril 29, 2025.

This lastminute.com deal was found by Cheapflights users on 4/28. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/295:30 pmMSP - ORD
Nonstop1h 39mSun Country Air
dom. 6/17:00 amORD - MSP
Nonstop1h 44mSun Country Air
Deal found 4/28$114
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/126:00 amMSP - ORD
1 stop17h 41mMultiple Airlines
jue. 5/158:05 pmORD - MSP
Nonstop1h 44mMultiple Airlines
Deal found 4/28$160
This Delta deal was found by Cheapflights users on 4/28. 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.
mar. 7/14:05 pmMSP - MDW
Nonstop1h 35mDelta
vie. 7/49:24 amMDW - MSP
Nonstop1h 36mDelta
Deal found 4/28$179
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/289:20 amMSP - ORD
Nonstop1h 35mAmerican Airlines
vie. 5/301:15 pmORD - MSP
Nonstop1h 33mAmerican Airlines
Deal found 4/29$179
This Delta deal was found by Cheapflights users on 4/28. 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.
jue. 5/226:55 amMSP - ORD
Nonstop1h 29mDelta
dom. 5/258:40 amORD - MSP
Nonstop1h 35mDelta
Deal found 4/28$181
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/193:55 pmMSP - MDW
Nonstop1h 30mSouthwest
mié. 5/2110:50 amMDW - MSP
Nonstop1h 35mSouthwest
Deal found 4/28$183
This Booking.com deal was found by Cheapflights users on 4/28. 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.
mié. 5/286:00 amMSP - ORD
1 stop17h 52mFrontier
sáb. 5/316:00 amORD - MSP
1 stop18h 37mFrontier
Deal found 4/28$193
This Frontier deal was found by Cheapflights users on 4/29. 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.
sáb. 5/313:13 pmMSP - MDW
1 stop7h 04mFrontier
dom. 6/17:40 amMDW - MSP
1 stop8h 08mFrontier
Deal found 4/29$201
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/292:30 pmMSP - ORD
2 stops29h 38mSpirit Airlines
dom. 6/18:17 amORD - MSP
2 stops29h 11mSpirit Airlines
Deal found 4/29$265
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/308:34 amMSP - RFD
2 stops24h 50mMultiple Airlines
dom. 6/14:16 pmRFD - MSP
2 stops21h 12mMultiple Airlines
Deal found 4/29$289
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/308:34 amMSP - MDW
1 stop9h 36mMultiple Airlines
dom. 6/111:03 amMDW - MSP
2 stops33h 00mMultiple Airlines
Deal found 4/28$305

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 abril 29, 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

jue. 5/29

5:30 pm-7:09 pm

Nonstop1h 39m

Chicago O'Hare Intl

dom. 6/1

7:00 am-8:44 am

Nonstop1h 44m

$114

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

lun. 5/12

6:00 am-11:41 pm

1 stop17h 41m

Chicago O'Hare Intl

jue. 5/15

8:05 pm-9:49 pm

Nonstop1h 44m

$160

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

mar. 7/1

4:05 pm-5:40 pm

Nonstop1h 35m

Chicago Midway

vie. 7/4

9:24 am-11:00 am

Nonstop1h 36m

$179

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 5/28

7:00 am-8:48 am

Nonstop1h 48m

Chicago O'Hare Intl

sáb. 5/31

10:28 pm-11:59 pm

Nonstop1h 31m

$179

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

jue. 5/22

6:55 am-8:24 am

Nonstop1h 29m

Chicago O'Hare Intl

dom. 5/25

8:40 am-10:15 am

Nonstop1h 35m

$181

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

lun. 5/19

3:55 pm-5:25 pm

Nonstop1h 30m

Chicago Midway

mié. 5/21

10:50 am-12:25 pm

Nonstop1h 35m

$183

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

mié. 5/28

6:00 am-11:52 pm

1 stop17h 52m

Chicago O'Hare Intl

sáb. 5/31

6:00 am-12:37 am

1 stop18h 37m

$193

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

sáb. 5/31

3:13 pm-10:17 pm

1 stop7h 04m

Chicago Midway

dom. 6/1

7:40 am-3:48 pm

1 stop8h 08m

$201

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

jue. 5/29

2:30 pm-8:08 pm

2 stops29h 38m

Chicago O'Hare Intl

dom. 6/1

8:17 am-1:28 pm

2 stops29h 11m

$265

MinneapolisChicago

MSP - RFD

MSPRFD

Minneapolis St Paul

vie. 5/30

8:34 am-9:24 am

2 stops24h 50m

Chicago Greater Rockford

dom. 6/1

4:16 pm-1:28 pm

2 stops21h 12m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 27 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 April 25, 2025.

Booking 55 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, August is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $245). Flying from Saint Paul to Chicago in March is currently the most expensive (average of $321). 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 abril 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Saint Paul to Chicago as you normally would.

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 30, 2025.

Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon 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 abril 29, 2025.

The most flights from SA1 to CHI are scheduled on a Tuesday (108 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 abril 29, 2025.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as Southwest, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    The cheapest airline one-way is Sun Country Air, with whom users have recently found tickets for as low as $58. However, be on the lookout for offers from Frontier and Delta, 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 SkyWest Airlines (100%), Copa Airlines (91%) or United Airlines (87%) 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 $1,085, our data shows the cheapest flight currently is $66. When looking at the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl), you can expect to pay $116 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, August is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $245). Flying from Saint Paul to Chicago in March is currently the most expensive (average of $321). 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 Saint Paul?

Book flights to Saint Paul if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Saint Paul to Chicago

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Top 5 airlines flying from Saint Paul to Chicago

Discover the top 5 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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$65Average$150FlexibilityNo cancel feeOn-time83%
DeltaCheapest$86Average$323FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$96Average$202FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$223FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$97Average$266FlexibilityNo cancel feeOn-time71%

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