Cheap flights from RSW to ORD (Southwest Florida Intl. to O'Hare Intl.)

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Cheap Flights from RSW to ORD starting at $60 One Way, $120 Round Trip

Prices starting at $120 for return flights and $60 for one-way flights to O'Hare Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 4 - Thu, Dec 11
RSW
Fort Myers
ORD
Chicago
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Dec 4 from Fort Myers to Chicago, returning Thu, Dec 11, priced at $120 just found
Thu, Oct 23 - Sun, Oct 26
RSW
Fort Myers
ORD
Chicago
$121 Roundtrip, found 1 hour ago
$121
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Fort Myers to Chicago, returning Sun, Oct 26, priced at $121 found 1 hour ago
Sat, Oct 11 - Sun, Oct 12
RSW
Fort Myers
ORD
Chicago
$154 Roundtrip, found 5 hours ago
$154
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Fort Myers to Chicago, returning Sun, Oct 12, priced at $154 found 5 hours ago
Fri, Nov 14 - Wed, Nov 19
RSW
Fort Myers
ORD
Chicago
$161 Roundtrip, found 19 hours ago
$161
Roundtrip
found 19 hours ago
Select United flight, departing Fri, Nov 14 from Fort Myers to Chicago, returning Wed, Nov 19, priced at $161 found 19 hours ago
Fri, Nov 14 - Wed, Nov 19
RSW
Fort Myers
ORD
Chicago
$161 Roundtrip, found 19 hours ago
$161
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Nov 14 from Fort Myers to Chicago, returning Wed, Nov 19, priced at $161 found 19 hours ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
$215 nightly
The price is $252 total per night from Oct 18 to Oct 19
$252 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,130 reviews)
"A little confusing going between the hotel and the airport but at least you don’t have to worry about grabbing an Uber super early in the morning. The rooms were clean. The only issue we had was the A/C not working properly. Gaslight Club was a great spot for a nightcap."

Reviewed on Sep 18, 2025

Hilton Chicago O'Hare Airport
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
$118 nightly
The price is $134 total per night from Oct 5 to Oct 6
$134 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.8/10 Excellent! (2,377 reviews)
"Great service, especially Sargion for transport to the airport. Percectly knows which airlines operate from ehich terminal."

Reviewed on Sep 18, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
$170 nightly
The price is $194 total per night from Sep 27 to Sep 28
$194 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,988 reviews)
"I liked the cleanliness of the property."

Reviewed on Sep 18, 2025

Hyatt Regency O'Hare Chicago
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$168 nightly
The price is $197 total per night from Sep 22 to Sep 23
$197 total
Sep 22 - Sep 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,201 reviews)
"I loved my stay at the Congress Plaza Hotel. It was very clean throughout the hotel and my room was no different. I had a beautiful view of the lake and the Buckingham Fountain right out my window. I was within a few blocks of multiple train and bus stops to easily get throughout the city. The hotel ..."

Reviewed on Sep 17, 2025

Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
$215 nightly
The price is $252 total per night from Oct 18 to Oct 19
$252 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,130 reviews)
"A little confusing going between the hotel and the airport but at least you don’t have to worry about grabbing an Uber super early in the morning. The rooms were clean. The only issue we had was the A/C not working properly. Gaslight Club was a great spot for a nightcap."

Reviewed on Sep 18, 2025

Hilton Chicago O'Hare Airport
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
$186 nightly
The price is $218 total per night from Oct 2 to Oct 3
$218 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (3,905 reviews)
"Hotel is clean and convenience to shops and restaurants. Cleanliness of subways and odor can to be improved."

Reviewed on Sep 17, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
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.

Chicago Hotels With Airport Transportation

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
$55 nightly
The price is $62 total per night from Sep 30 to Oct 1
$62 total
Sep 30 - Oct 1
Total with taxes and fees
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! (1,634 reviews)
"Thank you for kindness & graciousness of Stella. She is really wonderful."

Reviewed on Sep 18, 2025

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue, Bensenville, IL
$91 nightly
The price is $101 total per night from Sep 22 to Sep 23
$101 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,073 reviews)
Great service
"Comfortable"

Reviewed on Sep 18, 2025

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road, Schiller Park, IL
$85 nightly
The price is $97 total per night from Oct 5 to Oct 6
$97 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,614 reviews)
"Everything in the room was great condition apart from the couch, which had holes in it but bedding bathroom, and everything else was very clean"

Reviewed on Sep 18, 2025

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
$136 nightly
The price is $159 total per night from Sep 23 to Sep 24
$159 total
Sep 23 - Sep 24
Total with taxes and fees
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! (2,341 reviews)
"I loved the character and asthetic of the interior. It was classy, some areas have seen some heavy traffic but it builds the character of the place. I had a shared room with 3 others mostly just kept to ourselves other than a hello or good morning. Staff were very helpful if i had any questions. ..."

Reviewed on Sep 18, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
$121 nightly
The price is $142 total per night from Oct 2 to Oct 3
$142 total
Oct 2 - Oct 3
Total with taxes and fees
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 ...
7.2/10 Good! (2,343 reviews)
"Was a good room for the location and price. Beds were small but can’t complain for being $150 a night in downtown Chicago"

Reviewed on Sep 14, 2025

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
$55 nightly
The price is $62 total per night from Sep 30 to Oct 1
$62 total
Sep 30 - Oct 1
Total with taxes and fees
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! (1,634 reviews)
"Thank you for kindness & graciousness of Stella. She is really wonderful."

Reviewed on Sep 18, 2025

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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive, Chicago, IL
$224 nightly
The price is $263 total per night from Sep 22 to Sep 23
$263 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,724 reviews)
"We came to Chicago for a Cubs game and a concert and loved the hotel. Would definitely recommend it."

Reviewed on Sep 17, 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
$271 nightly
The price is $313 total per night from Oct 2 to Oct 3
$313 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,968 reviews)
"This is a beautiful hotel and so conveniently located - easy to walk to museums and the Mag Mile"

Reviewed on Sep 19, 2025

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
$185 nightly
The price is $217 total per night from Sep 22 to Sep 23
$217 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,958 reviews)
"I loved that I was walking distance to a lot of restaurants and downtown stores."

Reviewed on Sep 20, 2025

Embassy Suites by Hilton Chicago Downtown River North
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.

RSW to ORD Route Info

Origin Airport
Fort Myers
Destination Airport
Chicago
Number Of Airlines Serving
9
Distance
1122 mi
Shortest Flight Departure Time
8:00AM CDT
Shortest Flight Departure Date
Sep 28
RSW Address & GPS
Address:
11000 Terminal Access Road
Fort Myers FL,
United States
IATA Code:
RSW
Longitude:
-81.755263
Latitude:
26.527887
Time Zone:
America/New_York
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Southwest Florida Intl. Airport to ORD?
You can jet directly from RSW to ORD, so there's no need to waste your valuable PTO days sitting around waiting for your connecting flight. Enjoy a worry-free journey aboard one of the 4 air carriers with nonstop services on this route. Popular choices include:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Frontier Airlines

What is the shortest flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Make the most of the opportunity to sit back and relax on your trip from Fort Myers to Chicago. The shortest flight time from Southwest Florida Intl. Airport (RSW) to O'Hare Airport is 3 hours and 5 minutes, which gives you plenty of time to enjoy a wine or get absorbed in a good movie.
How many hours flight from Southwest Florida Intl. Airport (RSW) to ORD?
The trip from RSW to ORD will take roughly 3 hours and 13 minutes. A few TV shows, some light reading and a long nap will help make time fly.
What airlines have the most flights from RSW to O'Hare Intl. Airport (ORD)?
Few things are as fun as zipping up your bags and jumping on a plane somewhere exciting. Satisfy your wanderlust and fly from Fort Myers to Chicago with one of these leading airlines:

  • Frontier Airlines - (F9) with 13 flights every month
  • Spirit Airlines - (NK) with 47 flights every month
  • American Airlines - (AA) with 119 flights every month
  • United Airlines - (UA) with 158 flights every month

Map To Nearby Hotels

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.