$66 Cheap flight deals from Jacksonville (JAX) to Lincolnshire (CHI)
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This Weekend's Flight Deals from Jacksonville to Lincolnshire
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
JAX
Jacksonville Intl.
MDW
Midway Intl.
$354 Roundtrip, found 15 hours ago
$354
Roundtrip
found 15 hours ago
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
GNV
Gainesville Regional
ORD
O'Hare Intl.
$648 Roundtrip, found 5 days ago
$648
Roundtrip
found 5 days ago
Airfares from $66 One Way, $125 Round Trip from Jacksonville to Lincolnshire
Prices starting at $125 for return flights and $66 for one-way flights to Lincolnshire were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
JAX
Jacksonville
MDW
Chicago
$125 Roundtrip, found 2 days ago
$125
Roundtrip
found 2 days ago
JAX
Jacksonville
ORD
Chicago
$135 Roundtrip, found 3 hours ago
$135
Roundtrip
found 3 hours ago
JAX
Jacksonville
ORD
Chicago
$220 Roundtrip, found 2 days ago
$220
Roundtrip
found 2 days ago
JAX
Jacksonville
ORD
Chicago
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
JAX
Jacksonville
ORD
Chicago
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Lincolnshire economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Sheraton Grand Chicago Riverwalk
8.6/10 Excellent! (1,873 reviews)
Nov 25 - Nov 28
3 night stay
Jacksonville (JAX) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Jacksonville (JAX)
Frontier Airlines • Coach
Price was $1,615, price is now $652 per person
$652
per person
found 1 day ago
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (5,404 reviews)
Dec 3 - Dec 8
5 night stay
Jacksonville (JAX) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Jacksonville (JAX)
JetBlue Airways • Coach
Save 100% on your flight
Price was $1,399, price is now $871 per person
$871
per person
found 1 day ago
4.5-star property
The Talbott, Autograph Collection
9.4/10 Exceptional! (185 reviews)
Dec 3 - Dec 8
5 night stay
Jacksonville (JAX) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Jacksonville (JAX)
JetBlue Airways • Coach
Save 100% on your flight
Price was $1,143, price is now $799 per person
$799
per person
found 1 day ago
It’a a beautiful and charming building with just the right amount of modernity.
My room was a tad bit smalller than I’d expected (queen bed) and the view was nonexistent but cozy and comfortable for for a single person. The room came with a fully stocked mini fridge, a Nespresso
machine and two very plush bath robes.
The staff was very accommodating and friendly. Each day I was there(three), housekeeping was excellent
Shopping, dining and spectacular architecture are in ample supply right outside your door. Will definitely stay here when I’m there city!
Reviewed on Oct 26, 2026
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View all tripsLincolnshire first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Sports Illustrated Resorts Chicago
9/10 Wonderful! (1,527 reviews)
Dec 3 - Dec 7
4 night stay
Jacksonville (JAX) to Chicago (ORD)
United • FirstClass
Chicago (ORD) to Jacksonville (JAX)
Delta • FirstClass
Price was $1,245, price is now $1,050 per person
$1,050
per person
found 14 hours ago
Great spot!
Reviewed on Oct 25, 2026
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
9.4/10 Exceptional! (3,881 reviews)
Dec 3 - Dec 7
4 night stay
Jacksonville (JAX) to Chicago (ORD)
United • FirstClass
Chicago (ORD) to Jacksonville (JAX)
Delta • FirstClass
Price was $1,435, price is now $1,171 per person
$1,171
per person
found 14 hours ago
Great hotel in a great location. Highly recommended
Reviewed on Oct 25, 2026
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See all available trips from Jacksonville to Lincolnshire
View all tripsMore About Flying To Lincolnshire from Jacksonville
Route Information for Flights from Jacksonville to Lincolnshire
Origin Airport IATA Code | JAX |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Jacksonville to Lincolnshire
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Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Jacksonville to Lincolnshire if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.