Find cheap flights from Mississippi to Chicago

Find cheap flights from Mississippi to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Tue 8/4
Tue 8/11
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

January Best time to beat the crowds with an average 4% drop in price.

High season

July Most popular time to fly with an average 5% increase in price.

Average price of a round-trip

$309 (avg. price over the last 2 weeks)

Good deal for a round-trip

$187 or less

FAQs for booking Mississippi to Chicago flights

How does KAYAK find such low prices on flights from Mississippi to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Mississippi to Chicago?

What is the Hacker Fare option on flights from Mississippi to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Mississippi to Chicago?

Top airline flying from Mississippi to Chicago

Scores according to KAYAK customer reviews

8.0
Delta
Overall score based on 28,492 reviews
8.2
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews
Read more about Delta

Book cheap flights from Mississippi to Chicago (round-trip)

Airports
Origin
Gulfport
$164
only
$164
Jackson
$200
only
$200
Destination
Chicago
$164
only
$164
$206
only
$206
Sat, Aug 29
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
4h 44m
Tue, Sep 8
ORD
Chicago O'Hare Airport
GPT
Gulfport Biloxi Regional
5h 10m
Trip: 11 days
Based on null reviews
Sat, Aug 29
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
4h 53m
Tue, Sep 8
ORD
Chicago O'Hare Airport
GPT
Gulfport Biloxi Regional
6h 20m
Trip: 11 days
Based on null reviews
Thu, Sep 3
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
6h 37m
Tue, Sep 8
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
2h 04m
Trip: 6 days
Based on null reviews
Thu, Nov 5
JAN
Jackson-Evers Intl
MDW
Chicago Midway Airport
5h 30m
Mon, Nov 16
MDW
Chicago Midway Airport
JAN
Jackson-Evers Intl
10h 39m
Trip: 12 days
Based on null reviews
Sat, Aug 1
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
6h 37m
Sat, Aug 8
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
4h 10m
Trip: 8 days
Based on null reviews
Mon, Aug 24
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
4h 25m
Wed, Aug 26
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
10h 06m
Trip: 3 days
Based on null reviews
Fri, Sep 4
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
6h 25m
Tue, Sep 8
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
2h 04m
Trip: 5 days
Based on null reviews
Tue, Aug 4
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
7h 01m
Fri, Aug 7
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
7h 05m
Trip: 4 days
Based on null reviews
Thu, Sep 3
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
4h 47m
Sun, Sep 6
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
7h 49m
Trip: 4 days
Based on null reviews
Fri, Aug 7
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
9h 40m
Sun, Aug 9
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
4h 31m
Trip: 3 days
Based on null reviews
Fri, Aug 7
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
4h 56m
Sun, Aug 9
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
6h 33m
Trip: 3 days
Based on null reviews
Fri, Sep 4
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
4h 25m
Mon, Sep 7
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
4h 00m
Trip: 4 days
Based on null reviews
Fri, Aug 14
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
8h 49m
Sun, Aug 16
ORD
Chicago O'Hare Airport
GPT
Gulfport Biloxi Regional
4h 47m
Trip: 3 days
Based on null reviews
Thu, Sep 3
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
5h 05m
Tue, Sep 8
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
8h 50m
Trip: 6 days
Based on null reviews
Fri, Nov 6
JAN
Jackson-Evers Intl
MDW
Chicago Midway Airport
5h 30m
Mon, Nov 16
MDW
Chicago Midway Airport
JAN
Jackson-Evers Intl
10h 39m
Trip: 11 days
Based on null reviews
Fri, Aug 14
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
5h 03m
Sun, Aug 16
ORD
Chicago O'Hare Airport
GPT
Gulfport Biloxi Regional
10h 00m
Trip: 3 days
Based on null reviews
Sun, Aug 9
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
4h 47m
Sat, Aug 15
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
7h 49m
Trip: 7 days
Based on null reviews
Thu, Sep 3
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
5h 08m
Sun, Sep 6
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
7h 49m
Trip: 4 days
Based on null reviews
Sat, Aug 29
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
6h 30m
Tue, Sep 8
ORD
Chicago O'Hare Airport
GPT
Gulfport Biloxi Regional
9h 15m
Trip: 11 days
Based on null reviews
Fri, Aug 14
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
8h 41m
Sun, Aug 16
ORD
Chicago O'Hare Airport
JAN
Jackson-Evers Intl
5h 01m
Trip: 3 days
Based on null reviews

Book cheap flights from Mississippi to Chicago (one-way)

Airports
Origin
Gulfport
$91
only
$91
Columbus
$169
only
$169
Jackson
$103
only
$103
Destination
Chicago
$91
only
$91
Mon, Aug 10
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
7h 18m
Based on null reviews
Sat, Aug 1
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
6h 30m
Based on null reviews
Fri, Aug 7
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
11h 14m
Based on null reviews
Sun, Aug 9
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
6h 30m
Based on null reviews
Thu, Jul 30
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
29h 04m
Based on null reviews
Thu, Aug 27
GTR
Columbus Golden Triangle Reg.
ORD
Chicago O'Hare Airport
11h 24m
Based on null reviews
Sun, Aug 9
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
19h 19m
Based on null reviews
Thu, Aug 27
GTR
Columbus Golden Triangle Reg.
ORD
Chicago O'Hare Airport
9h 20m
$4913
Based on null reviews
Sun, Aug 9
GPT
Gulfport Biloxi Regional
ORD
Chicago O'Hare Airport
10h 42m
$7577
Based on null reviews
Fri, Aug 7
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
10h 36m
$7694
Based on null reviews
Sat, Aug 1
JAN
Jackson-Evers Intl
ORD
Chicago O'Hare Airport
10h 35m
$7874
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First