Cheap flights from Mississippi to Chicago (CHI)

JAN — CHI
Aug 13 — Aug 201

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

To save up to 8% on this flight, we recommend booking at least 37 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 $353 1-2 weeks out and tickets from $383 for flights departing within the next 72 hours.

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

The best pricing can be found in the month of February. Prices to Chicago from Mississippi average $342. You can even find prices in February for less than $342, as users have found deals to Chicago from as low as $232. The month of June 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 62%.

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 August, September 2022

The best prices found for Mississippi to CHI flights for August, September
Sep 17 - Sep 21
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$196

United Airlines

Pick Dates

Deal found 5/8/22

Aug 29 - Sep 2
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

7h 30m
$247

American Airlines

Pick Dates

Deal found 7/8/22

Sep 21 - Sep 27
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$257

United Airlines

Pick Dates

Deal found 5/8/22

Mississippi to Chicago 2022 flight deals

Cheap flights to Chicago from Mississippi found for this year
Sep 17 - Sep 21
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$196

United Airlines

Pick Dates

Deal found 8/5/22

Aug 29 - Sep 2
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

7h 30m
$247

American Airlines

Pick Dates

Deal found 8/7/22

Sep 21 - Sep 27
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$257

United Airlines

Pick Dates

Deal found 8/5/22

Cheap United Airlines flights from Mississippi to Chicago

Sep 17 - Sep 21
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$196

United Airlines

Pick Dates

Deal found 8/5/22

Sep 21 - Sep 27
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

6h 55m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 33m
$257

United Airlines

Pick Dates

Deal found 8/5/22

Sep 24 - Oct 4
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

11h 05m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

5h 20m
$275

United Airlines

Pick Dates

Deal found 8/5/22

Cheap American Airlines flights from Mississippi to Chicago

Aug 29 - Sep 2
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

7h 30m
$247

American Airlines

Pick Dates

Deal found 8/7/22

Aug 25 - Aug 27
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

2 stops

7h 32m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

5h 32m
$272

American Airlines

Pick Dates

Deal found 8/5/22

Sep 27 - Sep 28
GPT

Gulfport Biloxi Regional

ORD

Chicago O'Hare Intl

1 stop

7h 35m
ORD

Chicago O'Hare Intl

GPT

Gulfport Biloxi Regional

1 stop

6h 41m
$274

American Airlines

Pick Dates

Deal found 8/5/22

Last minute flights from Mississippi to Chicago

Late deals on return flights to Chicago from Mississippi, departing today and this week
Aug 14 - Aug 21
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

7h 00m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

5h 10m
$381

American Airlines

Pick Dates

Deal found 8/6/22

Aug 14 - Aug 21
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

2 stops

8h 39m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

5h 10m
$386

American Airlines

Pick Dates

Deal found 8/6/22

Aug 13 - Aug 18
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

5h 13m
ORD

Chicago O'Hare Intl

JAN

Jackson-Evers Intl

1 stop

5h 05m
$399

American Airlines

Pick Dates

Deal found 8/6/22

One-way flights to Chicago from Mississippi

The cheapest one-way flights from Mississippi to Chicago
Aug 28
JAN

Jackson-Evers Intl

MDW

Chicago Midway

1 stop

3h 52m
$98

Delta

Pick Dates

Deal found 8/5/22

Sep 20
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

6h 44m
$108

American Airlines

Pick Dates

Deal found 8/7/22

Aug 28
JAN

Jackson-Evers Intl

ORD

Chicago O'Hare Intl

1 stop

5h 21m
$148

American Airlines

Pick Dates

Deal found 8/5/22

Related info for your journey

Useful info, stats and facts about Mississippi to Chicago flights.

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 United Airlines for just $196, but on average you can expect to pay $270.

Are there last-minute flights available from Mississippi to Chicago for under $400?

There are currently 20+ open flights from Mississippi to Chicago within the next 7 days for less than $400.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as $98. Users have also found prices from $108 and $189 on American Airlines and United Airlines, respectively.

What are the most popular routes from Mississippi to Chicago?

The most popular flight routes from Mississippi to Chicago are Jackson-Evers Intl - Chicago O'Hare Intl, Jackson-Evers Intl - Chicago Midway and Gulfport Biloxi Regional - Chicago O'Hare Intl.

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

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

What are the cheapest flights from Mississippi to Chicago?

Looking at all options, your cheapest flight can be booked for $211. While the most popular route (Jackson-Evers Intl - Chicago O'Hare Intl) can be booked for $258 on average our data indicates $358 when flying from Mississippi to Chicago.

Departure points for flights from Mississippi to Chicago

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

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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$67Average$314FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$142Average$349FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$156Average$445FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Mississippi to Chicago

See what time of day planes typically take off from Mississippi to Chicago
1%of flight departuresEarly morningMidnight to 6 am
85%of flight departuresMorning6 am to noon
14%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM