HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$72+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Mississippi to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$143
(United Airlines)

One-way from

$72
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$546
Provider with most accurate pricing for Jackson-Evers Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jackson-Evers Intl-Chicago (CHI) flights.
Search Deals
From Mississippi to Chicago (CHI)
Search Deals
One-way flight from Mississippi to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/7. 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 1/297:30 amMEM - ORD
Nonstop1h 57mUnited Airlines
Mon 2/28:00 pmORD - MEM
Nonstop1h 59mUnited Airlines
Deal found 1/7$143
This Southwest deal was found by Cheapflights users on 1/7. 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 1/293:05 pmMEM - MDW
Nonstop1h 40mSouthwest
Mon 2/28:10 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 1/7$143
This Delta deal was found by Cheapflights users on 1/7. 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 2/116:00 amMEM - ORD
1 stop7h 40mDelta
Thu 2/195:25 amORD - MEM
1 stop5h 27mDelta
Deal found 1/7$163
This Delta deal was found by Cheapflights users on 1/7. 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 2/116:00 amMEM - MDW
1 stop5h 59mDelta
Wed 2/1812:45 pmMDW - MEM
1 stop3h 49mDelta
Deal found 1/7$163
This American Airlines deal was found by Cheapflights users on 1/7. 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 3/115:06 amMEM - ORD
Nonstop2h 03mAmerican Airlines
Sat 3/1410:10 pmORD - MEM
Nonstop1h 53mAmerican Airlines
Deal found 1/7$167
This Southwest deal was found by Cheapflights users on 1/7. 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 4/15:05 amMEM - MDW
Nonstop1h 35mSouthwest
Sat 4/411:05 amMDW - MEM
Nonstop1h 40mSouthwest
Deal found 1/7$167
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/263:40 pmMEM - ORD
1 stop21h 33mMultiple Airlines
Thu 1/2911:51 amORD - MEM
1 stop26h 59mMultiple Airlines
Deal found 1/6$172
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1111:44 amMEM - ORD
1 stop23h 02mMultiple Airlines
Mon 2/169:41 pmORD - MEM
1 stop12h 39mMultiple Airlines
Deal found 1/7$174
This Southwest deal was found by Cheapflights users on 1/8. 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 2/55:15 amMEM - MDW
2 stops9h 40mSouthwest
Thu 2/129:30 amMDW - MEM
2 stops7h 20mSouthwest
Deal found 1/8$174
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1011:44 amMEM - ORD
1 stop28h 08mMultiple Airlines
Mon 2/169:41 pmORD - MEM
1 stop12h 39mMultiple Airlines
Deal found 1/5$177
This Southwest deal was found by Cheapflights users on 1/6. 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.
Tue 2/33:05 pmMEM - MDW
Nonstop1h 40mSouthwest
Tue 2/108:10 amMDW - MEM
Nonstop1h 45mSouthwest
Deal found 1/6$178
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/127:04 pmMEM - MDW
1 stop22h 49mFrontier
Thu 2/1912:22 pmMDW - MEM
1 stop5h 47mFrontier
Deal found 1/7$179

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 January 8, 2026.
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

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 4/27

6:32 pm-8:35 pm

Nonstop2h 03m

Chicago O'Hare Intl

Thu 4/30

7:58 pm-9:59 pm

Nonstop2h 01m

$143

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 2/4

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago Midway

Wed 2/11

8:10 am-9:55 am

Nonstop1h 45m

$143

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 1/26

7:30 am-9:27 am

Nonstop1h 57m

Chicago O'Hare Intl

Tue 1/27

3:35 pm-5:26 pm

Nonstop1h 51m

$143

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 4/6

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Mon 4/6

9:35 pm-11:20 pm

Nonstop1h 45m

$143

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 2/4

10:04 am-12:05 pm

Nonstop2h 01m

Chicago O'Hare Intl

Wed 2/11

8:45 am-10:54 am

Nonstop2h 09m

$143

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 2/19

3:30 pm-5:05 pm

Nonstop1h 35m

Chicago Midway

Mon 2/23

8:45 pm-10:30 pm

Nonstop1h 45m

$143

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 1/29

7:30 am-9:27 am

Nonstop1h 57m

Chicago O'Hare Intl

Mon 2/2

8:00 pm-9:59 pm

Nonstop1h 59m

$143

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 1/29

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago Midway

Mon 2/2

8:10 am-9:55 am

Nonstop1h 45m

$143

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 2/19

7:30 am-9:25 am

Nonstop1h 55m

Chicago O'Hare Intl

Mon 2/23

7:59 pm-9:59 pm

Nonstop2h 00m

$143

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 2/3

6:10 am-1:30 pm

1 stop7h 20m

Chicago Midway

Tue 2/10

8:10 am-9:55 am

Nonstop1h 45m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 results
1
2
3
...
6

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 $196). Flying from Mississippi to Chicago in May is currently the most expensive (average of $331). 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.

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.

  • How long is the flight from Mississippi to Chicago?

    There are many flights that can get you from Mississippi to Chicago in 1h 40m. Fly via United Airlines, Southwest, or American Airlines to get the fastest option. Airlines will cover a distance of 481 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Mississippi to Chicago one-way?

    For one-way options, check prices for Turkish Airlines. According to our data, you can fly for as low as $493. Users have also found prices from $506 and $586 on LOT and Lufthansa, 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 $196). Flying from Mississippi to Chicago in May is currently the most expensive (average of $331). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Mississippi to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Baltimore 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
Dallas/Fort Worth to Midway flights
Denver to O'Hare Intl flights
Boston to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Philadelphia to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Ontario to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Love Field to O'Hare Intl flights
LaGuardia to Midway flights
Minneapolis to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Baltimore to Midway flights
Raleigh to O'Hare Intl flights
Tampa to O'Hare Intl flights
Seattle to O'Hare Intl flights
Orlando to O'Hare Intl flights
Reagan-National to Midway flights
Fort Lauderdale to O'Hare Intl flights
Minneapolis to Midway flights
Newark to St. Louis flights
Los Angeles to Midway flights
Hobby to O'Hare Intl flights
Philadelphia to Midway flights
San Diego to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Atlanta to Midway flights
Miami to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Love Field to Midway flights
Hobby to Midway flights
Denver to Midway flights
Hartford to O'Hare Intl flights
San Jose to O'Hare Intl flights
San Francisco to Midway flights
Boston to Midway flights
Sacramento 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$196Average$477FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$234Average$392FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$413FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.