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$79+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(Delta)

One-way from

$79
(Frontier)

Popular in

January

Cheapest in

October

Average price

$477
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. 4% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 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 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 April 3, 2025.

This Delta deal was found by Cheapflights users on 4/1. 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 5/285:27 pmBTR - ORD
1 stop6h 31mDelta
Sat 5/315:30 amORD - BTR
1 stop6h 16mDelta
Deal found 4/1$199
This Booking.com deal was found by Cheapflights users on 4/2. 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.
Thu 4/177:44 pmMEM - MDW
1 stop28h 37mFrontier
Sun 4/206:45 amMDW - MEM
1 stop11h 54mFrontier
Deal found 4/2$208
This Booking.com deal was found by Cheapflights users on 4/2. 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.
Fri 5/27:39 pmMEM - ORD
1 stop12h 25mSpirit Airlines
Fri 5/97:47 amORD - MEM
1 stop8h 32mSpirit Airlines
Deal found 4/2$209
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/19:58 pmMEM - ORD
1 stop16h 15mMultiple Airlines
Thu 5/84:35 pmORD - MEM
1 stop26h 59mMultiple Airlines
Deal found 4/2$215
This United Airlines deal was found by Cheapflights users on 4/2. 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 5/78:00 amMEM - ORD
Nonstop1h 55mUnited Airlines
Sat 5/1012:40 pmORD - MEM
Nonstop1h 53mUnited Airlines
Deal found 4/2$217
This Southwest deal was found by Cheapflights users on 4/2. 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.
Thu 4/244:00 pmMEM - MDW
Nonstop1h 35mSouthwest
Sun 4/2710:55 pmMDW - MEM
Nonstop1h 45mSouthwest
Deal found 4/2$217
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/247:10 amMEM - ORD
Nonstop1h 53mAmerican Airlines
Sun 4/276:50 amORD - MEM
Nonstop1h 51mAmerican Airlines
Deal found 4/2$218
This Delta deal was found by Cheapflights users on 4/2. 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 5/217:31 pmMOB - ORD
1 stop4h 27mDelta
Sun 5/254:58 pmORD - MOB
1 stop5h 07mDelta
Deal found 4/2$219
This Frontier deal was found by Cheapflights users on 4/3. 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.
Sun 5/254:58 pmMEM - ORD
1 stop6h 54mFrontier
Sun 6/16:00 amORD - MEM
1 stop9h 59mFrontier
Deal found 4/3$220
This Delta deal was found by Cheapflights users on 4/1. 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 5/286:00 amBTR - MDW
1 stop5h 53mDelta
Sat 5/316:00 amMDW - BTR
1 stop5h 46mDelta
Deal found 4/1$224
This Delta deal was found by Cheapflights users on 4/2. 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.
Sat 4/195:26 pmMOB - MDW
1 stop4h 56mDelta
Tue 4/229:52 amMDW - MOB
1 stop6h 39mDelta
Deal found 4/2$224
This Delta deal was found by Cheapflights users on 4/1. 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 4/186:02 pmGPT - MDW
1 stop4h 20mDelta
Sun 4/206:04 amMDW - GPT
1 stop6h 15mDelta
Deal found 4/1$229

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 April 3, 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

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Wed 5/28

5:27 pm-11:58 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 5/31

5:30 am-11:46 am

1 stop6h 16m

$199

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 5/28

6:05 pm-11:58 pm

1 stop5h 53m

Chicago O'Hare Intl

Fri 5/30

5:58 pm-10:05 pm

1 stop4h 07m

$199

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 4/17

7:44 pm-12:21 am

1 stop28h 37m

Chicago Midway

Sun 4/20

6:45 am-6:39 pm

1 stop11h 54m

$208

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 5/2

7:39 pm-8:04 am

1 stop12h 25m

Chicago O'Hare Intl

Fri 5/9

7:47 am-4:19 pm

1 stop8h 32m

$209

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 5/1

9:58 pm-2:13 pm

1 stop16h 15m

Chicago O'Hare Intl

Thu 5/8

4:35 pm-7:34 pm

1 stop26h 59m

$215

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 5/7

8:00 am-9:55 am

Nonstop1h 55m

Chicago O'Hare Intl

Sat 5/10

12:40 pm-2:33 pm

Nonstop1h 53m

$217

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 4/24

4:00 pm-5:35 pm

Nonstop1h 35m

Chicago Midway

Sun 4/27

10:55 pm-12:40 am

Nonstop1h 45m

$217

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 4/24

7:10 am-9:03 am

Nonstop1h 53m

Chicago O'Hare Intl

Sun 4/27

6:50 am-8:41 am

Nonstop1h 51m

$218

MobileChicago

MOB - ORD

MOBORD

Mobile

Wed 5/21

7:31 pm-11:58 pm

1 stop4h 27m

Chicago O'Hare Intl

Sun 5/25

4:58 pm-10:05 pm

1 stop5h 07m

$219

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sun 5/25

4:58 pm-11:52 pm

1 stop6h 54m

Chicago O'Hare Intl

Sun 6/1

6:00 am-3:59 pm

1 stop9h 59m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 57 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 April 3, 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 April 3, 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
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,619 reviews
Southwest
8.0
Very good
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.0
Very good
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $79. Users have also found prices from $95 and $103 on Delta and Spirit 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 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, 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
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John F Kennedy Intl to Midway flights
Philadelphia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Seattle to O'Hare Intl flights
Denver to O'Hare Intl flights
Baltimore to O'Hare Intl flights
San Francisco to Midway flights
Ontario to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
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Atlanta to Midway flights
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Newark to St. Louis flights
Portland to O'Hare Intl flights
LaGuardia to St. Louis flights
Minneapolis to Midway flights
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John F Kennedy Intl to St. Louis flights
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Salt Lake City to O'Hare Intl flights

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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$467FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$432FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$338Average$396FlexibilityNo cancel feeOn-time63%

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