Cheap flights from St. Augustine (JAX) to Chicago (CHI)

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Lowest round trip fares by airline from St. Augustine and Chicago

Cheapest prices ($45 One Way, $104 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $93 per night from Nov 26 to Nov 27
$93
includes taxes & fees
$79 per night
Nov 26 - Nov 27
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,499 reviews)
"It was more run down than the pictures make you believe but it was a safe place to lay my head. Old but clean. You get what you pay for compared to surrounding hotels."

Reviewed on Nov 19, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $95 per night from Nov 25 to Nov 26
$95
includes taxes & fees
$81 per night
Nov 25 - Nov 26
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (2,006 reviews)
Nice
"Room said it sleeps 6 but really only sleeps 4 as there was no sofa or rollaway option"

Reviewed on Nov 18, 2024

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $56 per night from Nov 26 to Nov 27
$56
includes taxes & fees
$50 per night
Nov 26 - Nov 27
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,317 reviews)
"Rooms very clean, quiet, nice people working on the front desk just come and see yourself!!!!"

Reviewed on Nov 17, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From St. Augustine to Chicago

Origin
St. Augustine
Destination
Chicago
Number of Daily Flights
33
Earliest Flight Departure Date
Nov 28
Latest Flight Departure Date
Nov 29
Popular Airlines
American Airlines

St. Augustine to Chicago

Cheap flights from St. Augustine to Chicago

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.