Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
RSWORDSat, 14 Nov
Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fare₹11,447Delta Air Lines
Fastest3h 14mgate to gate
Options found149flights on this route
Find your flightRSW → ORD
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
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Delta Air Lines
DL-1385
05:30
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
4H :52 M
1 Stop
ATL
· 0h 48m Atlanta (ATL), United States
09:22
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹11,447
Flight DetailsRSW to ORD - 4H :52 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1953
18:23
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
6H :31 M
1 Stop
ATL
· 2h 21m Atlanta (ATL), United States
23:54
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹11,447
Flight DetailsRSW to ORD - 6H :31 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-3094
06:00
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
5H :38 M
1 Stop
DTW
· 1h 13m Detroit (DTW), United States
10:38
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹13,721
Flight DetailsRSW to ORD - 5H :38 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
₹66,885
Flight DetailsRSW to ORD - 8H :09 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
United Airlines
UA-2759
06:00
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
8H :54 M
1 Stop
EWR
· 3h 15m New York (EWR), United States
13:54
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹27,330
Flight DetailsRSW to ORD - 8H :54 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
₹66,885
Flight DetailsRSW to ORD - 8H :54 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
United Airlines
UA-1527
07:00
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
6H :45 M
1 Stop
IAH
· 1h 12m Houston (IAH), United States
12:45
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹27,330
Flight DetailsRSW to ORD - 6H :45 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
₹66,885
Flight DetailsRSW to ORD - 6H :45 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
United Airlines
UA-1527
07:00
2026-11-14
Fort Myers (RSW)Southwest Florida Reg
8H :51 M
1 Stop
IAH
· 3h 19m Houston (IAH), United States
14:51
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹27,330
Flight DetailsRSW to ORD - 8H :51 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
₹66,885
Flight DetailsRSW to ORD - 8H :51 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Up to 120 of 149 options on this route. Open the full search to see them all with every filter.
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Airfare Highlights
From flights departing on Sat, 14 Nov 2026.
Lowest fare₹11,447Delta Air Lines05:30
Earliest departure₹11,447Delta Air Lines05:30
Shortest duration₹26,599United Airlines09:10
Night
00:00-05:59
₹11,447Delta Air Lines at 05:30Morning
06:00-11:59
₹13,721Delta Air Lines at 06:00Afternoon
12:00-17:59
₹19,768American Airlines at 14:46Evening
18:00-23:59
₹11,447Delta Air Lines at 18:23
Departure & Arrival Airport Details
Fort Myers (RSW)
Southwest Florida Reg
Southwest Florida Reg
Chicago (ORD)
O Hare International
USA
Flights shown for 14 Nov 2026. View all flights opens the complete search result.
Smart travel dates
Holidays and peak dates for Chicago
Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
11NovVeterans DayWednesdayPeak
26NovThanksgiving DayThursdayPeak
25DecChristmas DayFridayPeak
01JanNew Year's DayFridayPeak
18JanMartin Luther King, Jr. DayMondayPeak
12FebLincoln's BirthdayFridayPeak
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.
Compare your journey
How to travel Fort Myers to Chicago
Ways to make this trip that you can book on FlyX, compared by price and journey time.
OptionFromJourney timeAvailabilityAction
Non-stop flight Fastest₹15,9193h 14m10 flights
Connecting flight₹11,447Longer, includes a stop139 options
3 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Airlines flying from Fort Myers to Chicago
Compare fares, stops, baggage and refundability across the airlines flying this route.
UN
United Airlines Flights
from ₹26,59960 flights
Fares from
₹26,599
Non-stop
6 in these results
Departures
60 in the list above
DE
Delta Air Lines Flights
from ₹11,44751 flights
Fares from
₹11,447
Non-stop
None in these results
Departures
51 in the list above
AM
American Airlines Flights
from ₹15,91938 flights
Fares from
₹15,919
Non-stop
4 in these results
Departures
38 in the list above
Route Overview & Flight Facts
Fastest flight duration
3h 14m · United Airlines
First departure of the day
05:30 · Delta Air Lines
Last departure of the day
19:40 · American Airlines
Flight options found
149
Direct / non-stop options
10
Airport codes
Fort Myers–RSW, Chicago–ORD
Fares and timings are indicative. The exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
The search for Sat, 14 Nov found 149 flight options, 10 of them non-stop. The first flight leaves around 05:30 and the last around 19:40. The fastest flight takes about 3h 14m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Night from ₹11,447, Evening from ₹11,447, Morning from ₹13,721, Afternoon from ₹19,768. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares. Prices change with airline seat availability.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
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How to Book Cheap Flights on FlyX
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2
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4
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5
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Destination & City Travel Guide
About Chicago
Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.
Read more about Chicago
Tips for travellers from India
The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.
Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.
Best time to visit Chicago
May to June or September to October, about 12–25°C, for river and lake walks.
Places to visit in Chicago
Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue
How to reach Chicago
By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.
By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.
By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.
What to do in Chicago
Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.
Chicago airport information
O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.
Why Book Your Flight with FlyX?
Compare the available Fort Myers to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
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Frequently Asked Questions
Is it worth booking Fort Myers to Chicago flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Fort Myers to Chicago dates shown on this page, the lowest fare is on a Saturday at ₹11,447. This can change from week to week.
How far is Fort Myers from Chicago by air?
The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.
Is there a direct flight from Fort Myers to Chicago?
Yes. 10 non-stop flights are listed on this page for Fort Myers to Chicago, operated by United Airlines and American Airlines. Use the Stops filter to see only those.
Which airlines fly Fort Myers to Chicago?
United Airlines, Delta Air Lines and American Airlines are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from Fort Myers to Chicago?
The quickest non-stop Fort Myers to Chicago flight on this page takes about 3h 14m. Non-stop flights here take between 3h 14m and 6h 34m. Journeys with a stop take longer, since the total includes the layover.
What is the cheapest Fort Myers to Chicago flight fare?
The lowest Fort Myers to Chicago fare on this page is ₹11,447. Fares on the same dates run up to ₹88,686, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.
Which is the cheapest airline for Fort Myers to Chicago flight?
On this page, Delta Air Lines has the lowest Fort Myers to Chicago fare, starting from ₹11,447. American Airlines is next, from ₹15,919. The cheapest airline can change with the date, so compare a few days around your trip.
What time do Fort Myers to Chicago flights depart?
On the dates shown here, the first departure is around 05:30 and the last around 19:40, local time at Fort Myers. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes RSW–ORD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.
Fares shown are for departures on .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The RSW to ORD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
Compare nearby dates
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Lowest Fort Myers to Chicago airfare, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare
₹11,447
14/11/2026
Delta Air Lines
05:30
Cheapest Airfare Within 30 Days
₹11,218
27/11/2026
Delta Air Lines
05:30
Cheapest Airfare Within 90 Days
₹10,875
26/01/2027
Delta Air Lines
05:30
Book Fort Myers to Chicago Flight Tickets on FlyX
FlyX lists each Fort Myers to Chicago flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.
Fort Myers to Chicago flight duration is approximately 3 hours 14 minutes non-stop. There are 10 non-stop Fort Myers to Chicago direct flights on the departure date shown on this page.
Fort Myers to Chicago Flight Schedule and Timing
The search for these dates returned 149 flight options, 10 of them non-stop. The first departure from Fort Myers is at 05:30 and the last is at 19:40. Flights leave from Southwest Florida Reg and land at O Hare International.
Flight Route Details & Analysis
Flight Details
Information
Route
Fort Myers to Chicago
Flight Duration
3h 14m - 27h 4m
Airport Codes
Fort Myers - RSW, Chicago - ORD
Total Flights Available
149 flights10 direct139 with layovers
First Flight Departure
Departs at 05:30
Last Flight Departure
Departs at 19:40
Early Morning Flights (12 AM - 8 AM)
58 flights0 direct58 with layovers
Morning Flights (8 AM - 12 PM)
29 flights2 direct27 with layovers
Afternoon Flights (12 PM - 4 PM)
42 flights4 direct38 with layovers
Evening Flights (4 PM - 8 PM)
20 flights4 direct16 with layovers
Night Flights (8 PM - 12 AM)
No flights in this time slot
Airport Information & Terminals
RSW: Fort Myers airport. Fort Myers airport transfer should be matched to the exact hotel, suburb or meeting area. Rail can work well for light luggage, but late arrivals, winter weather and family baggage often make a direct cab or booked transfer easier.
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
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Fort Myers to Chicago
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Southwest Florida Reg
