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$54+ Cheap flights from Mississippi 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.
JAN — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Mississippi to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Mississippi (USMS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Mississippi to Chicago

Cheapest flights from Mississippi to Chicago
Explore the most affordable flight options available from Mississippi to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This American Airlines deal was found by Cheapflights users on 11/19. 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.
Mon 12/307:00 amMEM - ORD
Nonstop1h 58mAmerican Airlines
Fri 1/38:40 pmORD - MEM
Nonstop2h 15mAmerican Airlines
Deal found 11/19$187
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/104:50 pmMEM - ORD
Nonstop2h 00mUnited Airlines
Mon 12/162:05 pmORD - MEM
Nonstop2h 01mUnited Airlines
Deal found 11/19$192
This Delta deal was found by Cheapflights users on 11/20. 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 12/182:31 pmMEM - ORD
1 stop4h 17mDelta
Wed 12/255:50 pmORD - MEM
1 stop5h 02mDelta
Deal found 11/20$196
This Delta deal was found by Cheapflights users on 11/20. 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 12/176:00 amMEM - MDW
1 stop3h 50mDelta
Tue 12/172:15 pmMDW - MEM
1 stop7h 44mDelta
Deal found 11/20$196
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Mon 12/162:11 pmMEM - ORD
2 stops27h 29mSpirit Airlines
Wed 12/189:54 pmORD - MEM
1 stop15h 13mSpirit Airlines
Deal found 11/20$213
This Southwest deal was found by Cheapflights users on 11/20. 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.
Wed 12/1810:20 amMEM - MDW
1 stop5h 25mSouthwest
Wed 12/259:45 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 11/20$217
This deal was found by Cheapflights users on 11/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:05 amGPT - ORD
2 stops11h 45mUnited Airlines
Sat 12/77:35 amORD - GPT
1 stop11h 59mUnited Airlines
Deal found 11/19$244
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/314:39 pmBTR - ORD
1 stop6h 58mAmerican Airlines
Fri 1/38:05 amORD - BTR
1 stop8h 04mAmerican Airlines
Deal found 11/19$248
This Southwest deal was found by Cheapflights users on 11/19. 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.
Tue 12/1010:20 amMEM - ORD
1 stop4h 40mSouthwest
Tue 1/77:30 amORD - MEM
2 stops12h 30mSouthwest
Deal found 11/19$266
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/227:00 amMOB - ORD
1 stop7h 40mUnited Airlines
Tue 12/315:00 amORD - MOB
1 stop6h 55mUnited Airlines
Deal found 11/19$279
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/68:49 pmMEM - ORD
1 stop23h 26mMultiple Airlines
Mon 12/97:25 amORD - MEM
1 stop8h 55mMultiple Airlines
Deal found 11/19$281
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/102:05 pmJAN - ORD
1 stop5h 50mUnited Airlines
Wed 12/115:45 amORD - JAN
1 stop5h 26mUnited Airlines
Deal found 11/19$286

Find flights from Mississippi to Chicago within your budget

Customize your flight search to find flights from Mississippi 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 2/7

7:10 am-9:06 am

Nonstop1h 56m

Chicago O'Hare Intl

Mon 2/10

8:59 pm-10:59 pm

Nonstop2h 00m

$187

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 12/10

4:50 pm-6:50 pm

Nonstop2h 00m

Chicago O'Hare Intl

Mon 12/16

2:05 pm-4:06 pm

Nonstop2h 01m

$192

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 2/25

7:15 am-8:55 am

Nonstop1h 40m

Chicago Midway

Thu 2/27

5:15 am-11:50 am

1 stop6h 35m

$192

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 12/18

2:31 pm-6:48 pm

1 stop4h 17m

Chicago O'Hare Intl

Wed 12/25

5:50 pm-10:52 pm

1 stop5h 02m

$196

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/17

6:00 am-9:50 am

1 stop3h 50m

Chicago Midway

Tue 12/17

2:15 pm-9:59 pm

1 stop7h 44m

$196

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 12/16

2:11 pm-5:40 pm

2 stops27h 29m

Chicago O'Hare Intl

Wed 12/18

9:54 pm-1:07 pm

1 stop15h 13m

$213

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 2/7

6:22 am-4:08 pm

1 stop9h 46m

Chicago O'Hare Intl

Mon 2/10

7:50 am-4:26 pm

1 stop8h 36m

$231

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 1/15

6:15 am-4:45 pm

2 stops10h 30m

Chicago O'Hare Intl

Fri 1/17

12:15 pm-9:15 pm

1 stop9h 00m

$236

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 12/4

7:05 am-6:50 pm

2 stops11h 45m

Chicago O'Hare Intl

Sat 12/7

7:35 am-7:34 pm

1 stop11h 59m

$244

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Thu 1/30

5:10 am-11:25 am

1 stop6h 15m

Chicago O'Hare Intl

Sun 2/2

7:35 am-1:22 pm

1 stop5h 47m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 56 results
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Best time to book a flight from Mississippi to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Mississippi 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.

Travel insights for flights from Mississippi to Chicago

Get recent, data-driven insights about flights from Mississippi to Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Mississippi to Chicago (average of $232). Flying from Mississippi to Chicago in June is currently the most expensive (average of $308). 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 MS to CHI?

Find hourly flight availability from Mississippi 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 20, 2024.

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

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 November 20, 2024.
See what other customers who have flown with United Airlines, American Airlines and Delta from Mississippi to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Mississippi 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 Mississippi to Chicago one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $54. Users have also found prices from $89 and $89 on United Airlines and Southwest, respectively.

  • What are the most popular routes from Mississippi to Chicago?

    The most popular flight routes from Mississippi to Chicago are Memphis - Chicago O'Hare Intl, Memphis - Chicago Midway and Baton Rouge Ryan - Chicago O'Hare Intl.

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

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

  • How can I find direct flights from Mississippi to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Mississippi 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 Mississippi to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Mississippi to Chicago (average of $232). Flying from Mississippi to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for Mississippi to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Mississippi to Chicago

Discover the top 3 airlines that operate flights from Mississippi 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$393FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$317FlexibilityNo cancel feeOn-time69%
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