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Jacksonville to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Jacksonville to Chicago

Departure Arrival Travel dates Round-trip
OAJ CHI Tue, Dec 16 - Mon, Dec 22 $341
OAJ CHI Tue, Dec 16 - Mon, Dec 22 $428
OAJ CHI Mon, Dec 22 - Mon, Dec 29 $637

Jacksonville and Chicago airports and terminals

Airports in Jacksonville NC, US
map of airports in Jacksonville
  • 1

    Albert J Ellis (OAJ)

    Distance from City Center: 4.4 miles

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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Cheap flights from Jacksonville to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16
$341
17 18 19 20
21 22 23 24 25 26 27
28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $79

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 128 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $120

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 43 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $118

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $118

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $159

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

Perfect for business travel and weekend getaways, the renovated Marriott Chicago Midway is just two blocks from MDW airport and offers a free 24-hr shuttle.... More

Hotel only $87

Sheraton Chicago O'Hare Airport Hotel

4 stars
4.0 / 5 115 reviews

6501 North Mannheim Road Map

Save 15% on your stay, Breakfast Included

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

December

Lowest roundtrip airfare in December from Jacksonville to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Dec 16 Jacksonville (OAJ) Chicago (ORD) US Airways $341
Earn $3.41
Return Mon, Dec 22 Chicago (ORD) Jacksonville (OAJ) US Airways

Best one-week trip in December from Jacksonville to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Dec 22 Jacksonville (OAJ) Chicago (ORD) US Airways $457
Earn $4.57
Return Mon, Dec 29 Chicago (ORD) Jacksonville (OAJ) US Airways
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Jacksonville to Chicago Intro 13

Looking for cheap Jacksonville to Chicago flights? Orbitz has the cheapest air fares for flights from Jacksonville to Chicago. Plus, with our cutting-edge mobile tools, travel planning has never been easier or more wallet-friendly.

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Access Your Flight Information Anytime

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Orbitz is your number one source for low fares for Jacksonville to Chicago flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to Chicago. Need hotels too? You can book them last minute on your mobile phone.