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Cheap Flights from Jackson to Chicago starting at S$ 166

Book one-way or return flights from Jackson to Chicago from as little as S$ 166. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Jackson to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Jackson to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Jackson to Chicago

View airlines operating flights from Jackson to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

United Airlines
From S$ 166
Delta Air Lines
From S$ 255
Southwest Airlines
From S$ 274
American Airlines
From S$ 300
ANA airlines

Find more flights and airlines

Alternative Routes from Jackson to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Jackson to Chicago.

  • Cheapest
    United Airlines
    JAN
    17:20
    6h 6m
    1 transfer
    MDW
    23:26
    Jackson Evers International Airport - Midway International Airport
    Tue, May 7United Airlines
    S$ 166
  • United Airlines
    JAN
    14:05
    10h 47m
    2 transfer
    ORD
    00:52
    Jackson Evers International Airport - O'Hare International Airport
    Wed, May 1United Airlines
    S$ 190
  • United Airlines
    JAN
    14:05
    10h 47m
    2 transfer
    ORD
    00:52
    Jackson Evers International Airport - O'Hare International Airport
    Wed, May 1United Airlines
    S$ 190
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Jackson (JAN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Jackson to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Jackson (JAN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 588.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What's the most popular airline for direct flights from Jackson (JAN) to Chicago (CHI)?

    Southwest Airlines operates 1 direct flights from Jackson (JAN) to Chicago (CHI).
  • How many airports in Chicago?

How to find a cheap flight from Jackson to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Jackson to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Jackson to Chicago

Cheapest direct flight price

S$ 165

Cheapest month

January

Peak season for travel

October

Flight distance

1,084.52km

Popular airline

Delta Air Lines