Cheap flights from Mississippi (MS) to Chicago (CHI)

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Illinois Chicago Cheap flights from Mississippi to Chicago

How to find the cheapest flight from
Mississippi to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2021: compare Mississippi to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest month to fly from Mississippi to Chicago?

The best pricing can be found in the month of August. Prices to Chicago from Mississippi average $309. You can even find prices in August for less than $309, as users have found deals to Chicago from as low as $170. The month of October appears to be one of the more expensive times to travel to Chicago from Mississippi. Flying in the targeted month can save you up to 39%.

How far in advance should I book a flight from Mississippi to Chicago?

To save up to 30% on this flight, we recommend booking at least 40 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Mississippi to Chicago from $356 1-2 weeks out and tickets from $438 for flights departing within the next 72 hours.

When is the cheapest time to fly from Mississippi to Chicago (MS - CHI)?

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.

Cheap flights from Mississippi to Chicago in October, November 2021

The best prices found for Mississippi to CHI flights for October, November
11 Nov - 14 Nov
$196pp
GPT
Gulfport Biloxi Regional
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
GPT
Gulfport Biloxi Regional
12 Nov - 13 Nov
$206pp
JAN
Jackson Jackson-Evers Intl
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
JAN
Jackson Jackson-Evers Intl
11 Nov - 18 Nov
$214pp
JAN
Jackson Jackson-Evers Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
JAN
Jackson Jackson-Evers Intl

Mississippi to Chicago 2021 flight deals

Cheap flights to Chicago from Mississippi found for this year
16 Dec - 4 Jan
$185pp
GPT
Gulfport Biloxi Regional
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
GPT
Gulfport Biloxi Regional
2 Dec - 5 Dec
$192pp
JAN
Jackson Jackson-Evers Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
JAN
Jackson Jackson-Evers Intl
2 Dec - 5 Dec
$196pp
JAN
Jackson Jackson-Evers Intl
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
JAN
Jackson Jackson-Evers Intl

Last minute flights from Mississippi to Chicago

Late deals on round-trip flights to Chicago from Mississippi, departing today and this week
23 Oct - 26 Oct
$252pp
JAN
Jackson Jackson-Evers Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
JAN
Jackson Jackson-Evers Intl
22 Oct - 23 Oct
$255pp
JAN
Jackson Jackson-Evers Intl
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
JAN
Jackson Jackson-Evers Intl
23 Oct - 25 Oct
$255pp
JAN
Jackson Jackson-Evers Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
JAN
Jackson Jackson-Evers Intl

One-way flights to Chicago from Mississippi

The cheapest one-way flights from Mississippi to Chicago
8:00 am - 10:02 am
Multiple Airlines
2 Stops
26h 02m
GPT - ORD
Multiple Airlines
$167
Gotogate
2:21 pm - 6:48 pm
Delta
1 Stop
4h 27m
JAN - MDW
Delta
$181
Delta
4:20 am - 4:37 am
United Airlines
2 Stops
24h 17m
JAN - ORD
United Airlines
$192
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Mississippi</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Mississippi to Chicago

Which airlines flying from Mississippi to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Mississippi to Chicago that may be offering flexible cancellation policies are American Airlines, Delta, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Mississippi to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Mississippi to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $153, but on average you can expect to pay $209.

Are there last-minute flights available from Mississippi to Chicago for under $300?

There are currently 20+ open flights from Mississippi to Chicago within the next 7 days for less than $300.

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

For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $96. Users have also found prices from $107 and $109 on Sun Country Air and Delta, respectively.

What are the most popular airlines that fly from Mississippi to Chicago?

Consider Major Airline, American Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Mississippi to Chicago.

What are the most popular routes from Mississippi to Chicago?

The most popular flight routes from Mississippi to Chicago are Jackson Jackson-Evers Intl - Chicago O'Hare Intl, Columbus Golden Triangle Reg. - Chicago O'Hare Intl and Columbus Golden Triangle Reg. - Chicago Midway.

What are the cheapest flights from Mississippi to Chicago?

Looking at all options, your cheapest flight can be booked for $253. While the most popular route (Jackson Jackson-Evers Intl - Chicago O'Hare Intl) can be booked for $217 on average our data indicates $370 when flying from Mississippi to Chicago

Related searches

Flights to Chicago from Mississippi
Flights to Mississippi Flights to Chicago Flights from Chicago

Rent a Car

Car Rentals in Chicago Car Rentals in Illinois Car Rentals at O'Hare Intl Car Rentals at Midway

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Mississippi?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Mississippi need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Mississippi must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Mississippi are not required to quarantine after entering Chicago.

Do I need a test to fly back to Mississippi from Chicago?

Returning to Mississippi from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Mississippi.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Mississippi.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Mississippi to Chicago

Select to see more specific information for flights to Chicago from all departure points in Mississippi.
Show more

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Mississippi to Chicago.
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing

Madison Bruce Campbell Field (DXE)
Greenville (GLH)
Gulfport (GPT)
Columbus Golden Triangle Reg. (GTR)
Jackson (JAN)
Meridian (MEI)

Airports servicing Chicago

O'Hare Intl (ORD)
Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Mississippi to Chicago

The chart below displays the airlines Cheapflights users traveling from Mississippi to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines 		$152 $341 No cancel fee 71%
United Airlines 		$265 $412 No cancel fee 69%
Delta 		$270 $447 No cancel fee N/A

Popular flight searches

Check out other popular destinations found by fellow travelers in 2021.
Home North America USA Illinois Chicago Cheap flights from Mississippi to Chicago