Chicago

$64+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Jan 26 — Feb 21
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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 January 21, 2025.

Round-trip from

$244
(Delta)

One-way from

$64
(Mytrip)
From Mississippi to Chicago (CHI)
One-way flight from Mississippi to Chicago (CHI)

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 January 21, 2025.

This Delta deal was found by Cheapflights users on 1/20. 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 2/1912:42 pmMOB - ORD
1 stop4h 43mDelta
Sat 2/225:45 amORD - MOB
1 stop4h 54mDelta
Deal found 1/20$244
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/214:33 pmBTR - ORD
1 stop7h 20mAmerican Airlines
Sun 2/235:00 amORD - BTR
1 stop4h 31mAmerican Airlines
Deal found 1/21$249
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:10 amMEM - ORD
Nonstop1h 55mAmerican Airlines
Sun 2/234:18 pmORD - MEM
1 stop5h 27mAmerican Airlines
Deal found 1/21$254
This Delta deal was found by Cheapflights users on 1/20. 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.
Mon 2/106:27 amMEM - ORD
1 stop6h 28mDelta
Wed 2/124:58 pmORD - MEM
1 stop4h 16mDelta
Deal found 1/20$257
This Delta deal was found by Cheapflights users on 1/20. 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.
Mon 2/106:27 amMEM - MDW
1 stop6h 38mDelta
Wed 2/122:08 pmMDW - MEM
1 stop7h 06mDelta
Deal found 1/20$257
This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/31:47 pmMEM - ORD
1 stop16h 20mMultiple Airlines
Thu 3/65:22 pmORD - MEM
3 stops22h 02mMultiple Airlines
Deal found 1/21$259
This Southwest deal was found by Cheapflights users on 1/20. 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.
Mon 2/106:15 amMEM - ORD
2 stops8h 45mSouthwest
Wed 2/127:30 amORD - MEM
1 stop9h 30mSouthwest
Deal found 1/20$262
This Delta deal was found by Cheapflights users on 1/20. 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 2/189:23 amMOB - MDW
1 stop6h 57mDelta
Wed 2/265:05 pmMDW - MOB
1 stop5h 55mDelta
Deal found 1/20$274
This Southwest deal was found by Cheapflights users on 1/19. 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.
Fri 2/215:35 pmMEM - MDW
Nonstop1h 35mSouthwest
Tue 2/259:30 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 1/19$274
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Sun 3/29:24 pmMEM - ORD
3 stops32h 04mSpirit Airlines
Tue 3/42:29 pmORD - MEM
2 stops24h 55mSpirit Airlines
Deal found 1/20$279
This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:48 pmGPT - ORD
2 stops15h 52mMultiple Airlines
Wed 2/193:14 pmORD - GPT
2 stops26h 54mMultiple Airlines
Deal found 1/21$283
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/235:45 pmBTR - MDW
1 stop4h 44mDelta
Sun 4/274:59 pmMDW - BTR
1 stop5h 02mDelta
Deal found 1/21$284

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 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MobileChicago

MOB - ORD

MOBORD

Mobile

Wed 2/19

12:42 pm-5:25 pm

1 stop4h 43m

Chicago O'Hare Intl

Sat 2/22

5:45 am-10:39 am

1 stop4h 54m

$244

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Fri 2/21

4:33 pm-11:53 pm

1 stop7h 20m

Chicago O'Hare Intl

Sun 2/23

5:00 am-9:31 am

1 stop4h 31m

$249

Baton RougeChicago

BTR - MDW

BTRMDW

Baton Rouge Ryan

Fri 2/21

10:30 am-4:20 pm

1 stop5h 50m

Chicago Midway

Sun 2/23

6:00 am-1:36 pm

1 stop7h 36m

$249

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 4/25

7:45 am-1:45 pm

1 stop6h 00m

Chicago Midway

Mon 4/28

9:50 pm-11:30 pm

Nonstop1h 40m

$254

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 2/20

7:10 am-9:05 am

Nonstop1h 55m

Chicago O'Hare Intl

Sun 2/23

4:18 pm-9:45 pm

1 stop5h 27m

$254

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 2/10

6:27 am-12:55 pm

1 stop6h 28m

Chicago O'Hare Intl

Wed 2/12

4:58 pm-9:14 pm

1 stop4h 16m

$257

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 2/10

6:27 am-1:05 pm

1 stop6h 38m

Chicago Midway

Wed 2/12

2:08 pm-9:14 pm

1 stop7h 06m

$257

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 3/3

1:47 pm-6:07 am

1 stop16h 20m

Chicago O'Hare Intl

Thu 3/6

5:22 pm-3:24 pm

3 stops22h 02m

$259

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 2/10

6:15 am-3:00 pm

2 stops8h 45m

Chicago O'Hare Intl

Wed 2/12

7:30 am-5:00 pm

1 stop9h 30m

$262

MobileChicago

MOB - MDW

MOBMDW

Mobile

Tue 2/18

9:23 am-4:20 pm

1 stop6h 57m

Chicago Midway

Wed 2/26

5:05 pm-11:00 pm

1 stop5h 55m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 52 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, August is the cheapest month in which you can book a flight from Mississippi to Chicago (average of $245). Flying from Mississippi to Chicago in March is currently the most expensive (average of $320). 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 January 21, 2025.

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 January 21, 2025.
See what other customers who have flown with American Airlines, United 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.
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.3
Okay
8,115 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $64. 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?

  • 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, August is the cheapest month in which you can book a flight from Mississippi to Chicago (average of $245). Flying from Mississippi to Chicago in March is currently the most expensive (average of $320). 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 Mississippi?

Book flights to Mississippi if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.

Top 4 airlines flying from Mississippi to Chicago

Discover the top 4 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 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$453FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$317FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$346Average$456FlexibilityNo cancel feeOn-time63%
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