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$77+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Mississippi to Chicago

Keep the following information in mind while searching for Mississippi to Chicago flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$206
(Delta)

One-way from

$77
(FlightHub)

Popular in

January

Cheapest in

October

Average price

$392
Provider with most accurate pricing for Jackson-Evers Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Jackson-Evers Intl-Chicago (CHI) flights.
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From Mississippi to Chicago (CHI)
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One-way flight from Mississippi to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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 8/275:55 amMOB - MDW
1 stop3h 56mDelta
Sat 9/64:25 pmMDW - MOB
1 stop6h 31mDelta
Deal found 4/30$206
This Delta deal was found by Cheapflights users on 4/30. 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 8/277:15 pmMOB - ORD
1 stop4h 40mDelta
Sat 9/63:35 pmORD - MOB
1 stop7h 21mDelta
Deal found 4/30$206
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/225:06 pmMEM - ORD
1 stop6h 46mFrontier
Sun 5/256:00 amORD - MEM
1 stop9h 58mFrontier
Deal found 4/30$220
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/45:14 pmMEM - ORD
1 stop26h 49mSpirit Airlines
Mon 6/97:37 amORD - MEM
1 stop8h 42mSpirit Airlines
Deal found 4/30$223
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/42:30 pmBTR - ORD
1 stop6h 54mDelta
Tue 7/89:45 amORD - BTR
1 stop6h 09mDelta
Deal found 4/29$224
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/217:00 amMEM - ORD
Nonstop1h 55mAmerican Airlines
Sat 5/243:15 pmORD - MEM
Nonstop1h 49mAmerican Airlines
Deal found 4/30$227
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:30 amMEM - MDW
Nonstop1h 35mSouthwest
Wed 6/48:30 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 4/30$227
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:10 pmMEM - ORD
Nonstop2h 05mUnited Airlines
Mon 6/912:46 pmORD - MEM
Nonstop1h 59mUnited Airlines
Deal found 4/30$241
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/55:00 pmMOB - ORD
1 stop6h 57mAmerican Airlines
Thu 6/125:00 amORD - MOB
1 stop6h 50mAmerican Airlines
Deal found 4/30$244
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1811:49 amMEM - ORD
1 stop8h 34mMultiple Airlines
Sun 6/227:32 amORD - MEM
1 stop12h 25mMultiple Airlines
Deal found 4/30$245
This Delta deal was found by Cheapflights users on 4/30. 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 5/217:19 pmMEM - ORD
1 stop4h 39mDelta
Sat 5/249:45 amORD - MEM
1 stop5h 55mDelta
Deal found 4/30$247
This Delta deal was found by Cheapflights users on 4/30. 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.
Tue 5/276:37 amMEM - MDW
1 stop5h 51mDelta
Tue 6/34:15 pmMDW - MEM
1 stop7h 01mDelta
Deal found 4/30$247

Cheapflights Fare Finder

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 May 1, 2025.
Use the filters below to find and compare flights from Mississippi to Chicago that are best for you.

Fly from

Mississippi

Fly to

Chicago

Route

Depart

Return

Price

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 8/27

5:55 am-9:51 am

1 stop3h 56m

Chicago Midway

Sat 9/6

4:25 pm-10:56 pm

1 stop6h 31m

$206

MobileChicago

MOB - ORD

MOBORD

Mobile

Wed 8/27

7:15 pm-11:55 pm

1 stop4h 40m

Chicago O'Hare Intl

Sat 9/6

3:35 pm-10:56 pm

1 stop7h 21m

$206

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 5/22

5:06 pm-11:52 pm

1 stop6h 46m

Chicago O'Hare Intl

Sun 5/25

6:00 am-3:58 pm

1 stop9h 58m

$220

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 6/4

5:14 pm-8:03 pm

1 stop26h 49m

Chicago O'Hare Intl

Mon 6/9

7:37 am-4:19 pm

1 stop8h 42m

$223

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Fri 7/4

2:30 pm-9:24 pm

1 stop6h 54m

Chicago O'Hare Intl

Tue 7/8

9:45 am-3:54 pm

1 stop6h 09m

$224

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 5/21

7:00 am-8:55 am

Nonstop1h 55m

Chicago O'Hare Intl

Sat 5/24

3:15 pm-5:04 pm

Nonstop1h 49m

$227

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 5/28

7:30 am-9:05 am

Nonstop1h 35m

Chicago Midway

Wed 6/4

8:30 am-10:10 am

Nonstop1h 40m

$227

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 6/6

5:14 pm-11:29 pm

1 stop6h 15m

Chicago O'Hare Intl

Sun 6/8

6:00 am-3:59 pm

1 stop9h 59m

$238

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 6/4

6:10 pm-8:15 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 6/9

12:46 pm-2:45 pm

Nonstop1h 59m

$241

MobileChicago

MOB - ORD

MOBORD

Mobile

Thu 6/5

5:00 pm-11:57 pm

1 stop6h 57m

Chicago O'Hare Intl

Thu 6/12

5:00 am-11:50 am

1 stop6h 50m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 54 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.

Cheapflights Insights

Everything you need to know about your flight from Mississippi to Chicago

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 $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 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 May 1, 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 May 1, 2025.
See what other customers who have flown with Southwest, Delta and United 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.
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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 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 Spirit Airlines. According to our data, you can fly for as low as $77. Users have also found prices from $109 and $114 on Frontier and United Airlines, 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 Jackson-Evers Intl - 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, 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 $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 Mississippi?

Book flights to Mississippi if you plan to visit one of these locations
Merrillville
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.
LaGuardia to O'Hare Intl flights
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Dallas/Fort Worth to Midway flights
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Ontario to O'Hare Intl flights
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LaGuardia to Midway flights
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Tampa to Midway flights
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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 2,558,603 searches. Data last updated May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$116Average$494FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$453FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$338Average$396FlexibilityNo cancel feeOn-time63%

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