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$78+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
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 March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$192
(Mytrip)

One-way from

$78
(Mytrip)

Popular in

January

Cheapest in

April

Average price

$491
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. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 3, 2025.

This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/172:35 pmMEM - ORD
1 stop23h 04mSpirit Airlines
Mon 3/248:33 pmORD - MEM
2 stops27h 26mSpirit Airlines
Deal found 3/3$192
This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/311:51 pmMEM - ORD
2 stops23h 02mMultiple Airlines
Mon 4/77:21 pmORD - MEM
1 stop28h 38mMultiple Airlines
Deal found 3/3$199
This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/246:32 pmGPT - ORD
1 stop14h 03mMultiple Airlines
Thu 3/276:45 amORD - GPT
1 stop11h 23mMultiple Airlines
Deal found 3/3$228
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Sat 4/196:36 pmMOB - ORD
1 stop5h 13mAmerican Airlines
Tue 4/223:10 pmORD - MOB
1 stop6h 15mAmerican Airlines
Deal found 3/2$244
This United Airlines deal was found by Cheapflights users on 3/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/173:15 pmMEM - ORD
Nonstop1h 46mUnited Airlines
Mon 3/248:00 pmORD - MEM
Nonstop1h 59mUnited Airlines
Deal found 3/3$245
This Southwest deal was found by Cheapflights users on 3/2. 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.
Mon 3/175:35 amMEM - MDW
Nonstop1h 35mSouthwest
Thu 3/2010:50 pmMDW - MEM
Nonstop1h 45mSouthwest
Deal found 3/2$245
This American Airlines deal was found by Cheapflights users on 3/2. 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 4/177:10 amMEM - ORD
Nonstop1h 53mAmerican Airlines
Sun 4/2010:00 amORD - MEM
Nonstop1h 52mAmerican Airlines
Deal found 3/2$248
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Thu 4/105:00 amBTR - ORD
1 stop6h 31mUnited Airlines
Mon 4/1410:37 amORD - BTR
1 stop6h 15mUnited Airlines
Deal found 3/2$249
This Delta deal was found by Cheapflights users on 3/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/193:20 pmMOB - MDW
1 stop7h 03mDelta
Tue 3/2512:51 pmMDW - MOB
1 stop5h 48mDelta
Deal found 3/3$249
This Delta deal was found by Cheapflights users on 3/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/226:00 amMOB - ORD
1 stop4h 21mDelta
Wed 3/269:47 amORD - MOB
1 stop4h 51mDelta
Deal found 3/3$249
This Booking.com deal was found by Cheapflights users on 3/2. 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 3/277:43 pmMEM - MDW
1 stop28h 34mFrontier
Tue 4/16:40 amMDW - MEM
1 stop12h 14mFrontier
Deal found 3/2$250
This Delta deal was found by Cheapflights users on 3/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/216:02 pmGPT - MDW
1 stop4h 21mDelta
Tue 3/254:59 pmMDW - GPT
1 stop5h 04mDelta
Deal found 3/3$254

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 March 3, 2025.

Fly from

Mississippi

Fly to

Chicago

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 3/19

8:56 am-6:50 pm

1 stop9h 54m

Chicago O'Hare Intl

Tue 3/25

7:21 pm-11:59 pm

1 stop28h 38m

$192

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 3/31

1:51 pm-12:53 pm

2 stops23h 02m

Chicago O'Hare Intl

Mon 4/7

7:21 pm-11:59 pm

1 stop28h 38m

$199

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 3/24

6:32 pm-8:35 am

1 stop14h 03m

Chicago O'Hare Intl

Thu 3/27

6:45 am-6:08 pm

1 stop11h 23m

$228

MobileChicago

MOB - ORD

MOBORD

Mobile

Sat 4/19

6:36 pm-11:49 pm

1 stop5h 13m

Chicago O'Hare Intl

Tue 4/22

3:10 pm-9:25 pm

1 stop6h 15m

$244

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 3/17

5:35 am-7:10 am

Nonstop1h 35m

Chicago Midway

Thu 3/20

10:50 pm-12:35 am

Nonstop1h 45m

$245

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 3/17

4:03 pm-5:55 pm

Nonstop1h 52m

Chicago O'Hare Intl

Wed 3/19

9:53 am-11:42 am

Nonstop1h 49m

$245

Baton RougeChicago

BTR - ORD

BTRORD

Baton Rouge Ryan

Thu 4/10

5:00 am-11:31 am

1 stop6h 31m

Chicago O'Hare Intl

Mon 4/14

10:37 am-4:52 pm

1 stop6h 15m

$249

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 3/19

3:20 pm-10:23 pm

1 stop7h 03m

Chicago Midway

Tue 3/25

12:51 pm-6:39 pm

1 stop5h 48m

$249

MobileChicago

MOB - ORD

MOBORD

Mobile

Sat 3/22

6:00 am-10:21 am

1 stop4h 21m

Chicago O'Hare Intl

Wed 3/26

9:47 am-2:38 pm

1 stop4h 51m

$249

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 3/27

7:43 pm-12:17 am

1 stop28h 34m

Chicago Midway

Tue 4/1

6:40 am-6:54 pm

1 stop12h 14m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

Showing 1-10 of 58 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 $322). 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 March 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 March 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
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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
8,070 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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
8,679 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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.

Spirit Airlines
6.3
Okay
7,940 reviews
Southwest
8.1
Very good
4,333 reviews

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

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 Spirit Airlines. According to our data, you can fly for as low as $78. Users have also found prices from $86 and $123 on Frontier and American 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 $322). 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
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Dulles Intl to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Baltimore to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Denver to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
LaGuardia to Midway flights
Los Angeles to Midway flights
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Dallas/Fort Worth to Midway flights
Raleigh to O'Hare Intl flights
San Francisco to Midway flights
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Reagan-National to Midway flights
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John F Kennedy Intl to St. Louis 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 March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$467FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$426FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$338Average$396FlexibilityNo cancel feeOn-time63%
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