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

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

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

To save on the cost of your flight from Mississippi to Chicago, book at least 20 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $137 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $157.

What is the cheapest month to fly from Mississippi to Chicago?

The best pricing can be found in the month of April. Prices to Chicago from Mississippi average $135. You can even find prices in April for less than $135, as users have found deals to Chicago from as low as $33. The month of December 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 49%.

Cheap flights from Mississippi to Chicago in March, April 2021

10 Mar - 15 Mar
$245pp
GPT
Gulfport Biloxi Regional
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
GPT
Gulfport Biloxi Regional
25 Mar - 29 Mar
$260pp
GPT
Gulfport Biloxi Regional
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
GPT
Gulfport Biloxi Regional
10 Mar - 15 Mar
$261pp
GPT
Gulfport Biloxi Regional
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
GPT
Gulfport Biloxi Regional

Mississippi to Chicago 2021 flight deals

25 May - 26 May
$225pp
GPT
Gulfport Biloxi Regional
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
GPT
Gulfport Biloxi Regional
10 Mar - 15 Mar
$245pp
GPT
Gulfport Biloxi Regional
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
GPT
Gulfport Biloxi Regional
12 Jun - 19 Jun
$254pp
MEI
Meridian Key Field
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
MEI
Meridian Key Field

Non-stop flights to Chicago from Mississippi

23 Jun - 30 Jun
$275pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl
9 Aug - 11 Aug
$413pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl
23 May - 30 May
$696pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl

Last minute flights from Mississippi to Chicago

10 Mar - 15 Mar
$245pp
GPT
Gulfport Biloxi Regional
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
GPT
Gulfport Biloxi Regional
10 Mar - 15 Mar
$261pp
GPT
Gulfport Biloxi Regional
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
GPT
Gulfport Biloxi Regional
12 Mar - 14 Mar
$362pp
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

One-way flights to Chicago from Mississippi

2:00 am - 7:51 pm
American Airlines
3 Stops
17h 51m
JAN - ORD
American Airlines
10:16 am - 11:00 am
Allegiant Air
3 Stops
24h 44m
GPT - MDW
Allegiant Air
$303
Kiwi.com
2:52 pm - 7:16 pm
Delta
1 Stop
4h 24m
JAN - MDW
Delta
$329
Delta

Related info for your journey

Flight FAQs

From Mississippi to Chicago

Are flight prices decreasing from Mississippi to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Mississippi and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Mississippi to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Mississippi to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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 $300 on Cheapflights?

Yes, there are multiple flights from Mississippi to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $225, but on average you can expect to pay $268.

Are there nonstop flights from Mississippi to Chicago for under $300 on Cheapflights?

Cheapflights has at least 3 direct flights from Mississippi to Chicago under $300. A good price for a nonstop flight from Mississippi to Chicago is less than $461.

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 days are nonstop flights available from Mississippi to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday.

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

Major Airline, American Airlines and Delta are the most popular airlines when flying from Mississippi to Chicago.

What are the most popular routes from Mississippi to Chicago?

While some choose either Gulfport Biloxi Regional - Chicago O'Hare Intl or Jackson Jackson-Evers Intl - Chicago Midway, Jackson Jackson-Evers Intl - Chicago O'Hare Intl is the most popular route from Mississippi to Chicago.

What are the cheapest Flights from Mississippi to Chicago?

On average you can expect to pay $408 for a flight from Mississippi to Chicago. The cheapest flight overall is $276 while the most popular route, (Jackson Jackson-Evers Intl - Chicago O'Hare Intl) is currently priced at $274.

How long is the flight from Mississippi to Chicago?

A quick flight from Mississippi to Chicago can take about 2h 11m. United Airlines provides one of the quickest options available for as low as $275. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Mississippi to Chicago round-trip?

Currently priced at $225, American Airlines will fly you from Mississippi to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $254 and $267, respectively.

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

The cheapest airlines for a one-way flight from Mississippi to Chicago are American Airlines ($145), Delta ($147), and Allegiant Air ($148).

Destination information for Chicago

Flight duration
2h 07m
Average temperature for March in Chicago
50.0 °F
Avg rainfall for March in Chicago
1.6 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Mississippi to Chicago

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
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