Chicago

$53+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Dec 27 — Jan 31
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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 December 22, 2024.

Round-trip from

$260
(American Airlines)

One-way from

$53
(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 December 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:20 pmBTR - ORD
1 stop4h 49mAmerican Airlines
Sun 12/295:00 amORD - BTR
1 stop5h 04mAmerican Airlines
Deal found 12/20$354
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:10 amBTR - ORD
1 stop4h 58mUnited Airlines
Fri 1/35:00 amORD - BTR
1 stop6h 11mUnited Airlines
Deal found 12/20$368
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Tue 12/315:00 amJAN - ORD
1 stop7h 59mAmerican Airlines
Fri 1/34:55 pmORD - JAN
1 stop6h 37mAmerican Airlines
Deal found 12/21$406
This Delta deal was found by Cheapflights users on 12/20. 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 12/237:09 pmBTR - ORD
1 stop4h 44mDelta
Sat 1/43:20 pmORD - BTR
1 stop5h 09mDelta
Deal found 12/20$423
This United deal was found by Cheapflights users on 12/21. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3011:26 amMEM - ORD
Nonstop1h 59mUnited Airlines
Wed 1/18:00 pmORD - MEM
Nonstop1h 55mUnited Airlines
Deal found 12/21$438
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Mon 12/307:00 amMEM - ORD
Nonstop1h 58mAmerican Airlines
Wed 1/17:09 amORD - MEM
1 stop5h 33mAmerican Airlines
Deal found 12/21$448
This Mytrip deal was found by Cheapflights users on 12/21. 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 12/302:15 pmMEM - ORD
3 stops32h 28mMultiple Airlines
Thu 1/29:35 pmORD - MEM
2 stops16h 10mMultiple Airlines
Deal found 12/21$529
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/265:10 pmMOB - ORD
1 stop7h 20mUnited Airlines
Tue 12/315:00 amORD - MOB
1 stop6h 55mUnited Airlines
Deal found 12/21$554
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/305:40 amMEM - MDW
Nonstop1h 35mSouthwest
Thu 1/29:30 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 12/21$556
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/305:15 amMEM - ORD
2 stops9h 45mSouthwest
Thu 1/24:20 pmORD - MEM
1 stop7h 45mSouthwest
Deal found 12/21$579
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/305:15 pmGPT - ORD
2 stops29h 37mDelta
Wed 1/15:57 pmORD - GPT
1 stop5h 28mDelta
Deal found 12/21$585
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/236:00 amBTR - MDW
1 stop5h 21mDelta
Fri 12/275:03 pmMDW - BTR
1 stop6h 27mDelta
Deal found 12/21$593

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 1/8

5:35 pm-7:31 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sat 1/11

5:00 am-9:55 am

1 stop4h 55m

$260

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 1/13

7:15 am-8:55 am

Nonstop1h 40m

Chicago Midway

Fri 1/31

9:30 am-11:15 am

Nonstop1h 45m

$260

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 2/6

6:15 am-6:10 pm

2 stops11h 55m

Chicago O'Hare Intl

Mon 2/10

7:30 am-8:40 pm

2 stops13h 10m

$261

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 1/9

6:18 am-4:10 pm

1 stop9h 52m

Chicago O'Hare Intl

Mon 1/13

5:50 am-11:11 pm

2 stops17h 21m

$266

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 1/9

7:35 am-9:36 am

Nonstop2h 01m

Chicago O'Hare Intl

Mon 1/13

8:13 pm-10:12 pm

Nonstop1h 59m

$269

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 2/7

6:27 am-12:55 pm

1 stop6h 28m

Chicago O'Hare Intl

Sun 2/9

6:45 am-11:27 am

1 stop4h 42m

$276

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 2/7

6:27 am-1:05 pm

1 stop6h 38m

Chicago Midway

Sun 2/9

6:00 am-1:20 pm

1 stop7h 20m

$276

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 1/16

11:30 am-8:13 pm

1 stop8h 43m

Chicago O'Hare Intl

Fri 1/17

6:20 am-8:54 pm

2 stops38h 34m

$301

MobileChicago

MOB - ORD

MOBORD

Mobile

Tue 3/11

12:54 pm-5:57 pm

1 stop5h 03m

Chicago O'Hare Intl

Wed 3/12

12:05 pm-5:24 pm

1 stop5h 19m

$304

MobileChicago

MOB - MDW

MOBMDW

Mobile

Tue 3/11

3:15 pm-10:27 pm

1 stop7h 12m

Chicago Midway

Wed 3/12

10:10 am-2:40 pm

1 stop4h 30m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 48 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 $317). 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 December 22, 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 December 22, 2024.
See what other customers who have flown with Spirit Airlines, United Airlines and American Airlines 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
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
4,804 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
8,594 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
9,028 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
8,111 reviews
8.1
Very good
4,804 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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 $53. 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 $317). 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

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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$447FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$411FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$317FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$346Average$456FlexibilityNo cancel feeOn-time63%
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