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 $68 One Way, $127 Round Trip

Prices starting at $127 for return flights and $68 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.

Wed, Jun 18 - Fri, Jun 20
RSW
Fort Myers
ORD
Chicago
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Fort Myers to Chicago, returning Fri, Jun 20, priced at $127 found 1 day ago
Fri, Jul 11 - Sun, Jul 13
RSW
Fort Myers
ORD
Chicago
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jul 11 from Fort Myers to Chicago, returning Sun, Jul 13, priced at $134 just found
Wed, Jul 16 - Wed, Jul 23
RSW
Fort Myers
ORD
Chicago
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Jul 16 from Fort Myers to Chicago, returning Wed, Jul 23, priced at $197 found 18 hours ago
Wed, Jul 16 - Wed, Jul 23
RSW
Fort Myers
ORD
Chicago
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jul 16 from Fort Myers to Chicago, returning Wed, Jul 23, priced at $197 found 18 hours ago
Sat, May 24 - Sun, May 25
RSW
Fort Myers
ORD
Chicago
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 24 from Fort Myers to Chicago, returning Sun, May 25, priced at $217 found 2 days 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
The price is $253 per night from May 23 to May 24
$253
includes taxes & fees
$215 per night
May 23 - May 24
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 ...
8/10 Very Good! (2,038 reviews)
"The hotel was fine. Only stayed for a long layover, so my review is only based on a nights stay. It’s in the airport so very convenient."

Reviewed on Apr 20, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is $173 per night from May 19 to May 20
$173
includes taxes & fees
$152 per night
May 19 - May 20
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! (1,509 reviews)
"Nice"

Reviewed on Apr 24, 2025

Hyatt Regency O'Hare Chicago
La Quinta by Wyndham Chicago O'Hare Airport
La Quinta by Wyndham Chicago O'Hare Airport
2.5 out of 5
6860 Mannheim Rd, Rosemont, IL
The price is $102 per night from May 4 to May 5
$102
includes taxes & fees
$89 per night
May 4 - May 5
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,362 reviews)
"Nice, clean, and quiet"

Reviewed on Apr 24, 2025

La Quinta by Wyndham 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.

Hotels In Chicago

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
The price is $175 per night from Apr 30 to May 1
$175
includes taxes & fees
$149 per night
Apr 30 - May 1
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. ...
8.2/10 Very Good! (3,930 reviews)
"the Location was great"

Reviewed on Apr 23, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $235 per night from May 2 to May 3
$235
includes taxes & fees
$200 per night
May 2 - May 3
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (2,074 reviews)
"Clean rooms, great location, next to everything in the city."

Reviewed on Apr 23, 2025

Swissotel - Chicago
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is $189 per night from Apr 30 to May 1
$189
includes taxes & fees
$161 per night
Apr 30 - May 1
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,147 reviews)
"Great stay. The only thing is that it said there would be a city view and the view was of the building roofs. Also the pool was closed. The room was lovely and spacious."

Reviewed on Apr 23, 2025

Hilton Chicago/Magnificent Mile Suites
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
The price is $53 per night from Apr 27 to Apr 28
$53
includes taxes & fees
$47 per night
Apr 27 - Apr 28
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! (1,425 reviews)
"Cheap and convenient"

Reviewed on Apr 23, 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
The price is $99 per night from May 26 to May 27
$99
includes taxes & fees
$89 per night
May 26 - May 27
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 ...
6.8/10 (1,005 reviews)
"I never had a chance to book it here"

Reviewed on Apr 22, 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
The price is $102 per night from Apr 27 to Apr 28
$102
includes taxes & fees
$89 per night
Apr 27 - Apr 28
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! (2,445 reviews)
"Staff very kindly shuttle bus service very fast easy to get to city train station 4minute from hotel lady driver very kind drop us and told details how to get there request for pickup just very fast and easy"

Reviewed on Apr 22, 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
The price is $117 per night from May 26 to May 27
$117
includes taxes & fees
$100 per night
May 26 - May 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! (1,742 reviews)
"The property is located in the heart of the city of Chicago to serve clients in need of hotel stay, and it maintains high standards of its name. I wish the hotel include breakfast in its services for the clients."

Reviewed on Apr 23, 2025

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 Apr 30 to May 1
$95
includes taxes & fees
$81 per night
Apr 30 - May 1
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 (2,106 reviews)
"First time in Chicago and this hotel was in the PERFECT location. Located by so many east transit options, Chicago landmarks and easy dinning/ stores for convenience. The hotel staff was friendly and knowledgeable about the area and easily accessible for any needs. This will be my go to for any Chicago ..."

Reviewed on Apr 23, 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
The price is $53 per night from Apr 27 to Apr 28
$53
includes taxes & fees
$47 per night
Apr 27 - Apr 28
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! (1,425 reviews)
"Cheap and convenient"

Reviewed on Apr 23, 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
The price is $200 per night from May 1 to May 2
$200
includes taxes & fees
$170 per night
May 1 - May 2
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! (2,653 reviews)
"Our stay was good"

Reviewed on Apr 20, 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
The price is $199 per night from May 26 to May 27
$199
includes taxes & fees
$173 per night
May 26 - May 27
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,693 reviews)
"Socializing with a glass of wine in the bar areas was a high priced luxury! Pool was wonderful, room was comfortable and staff were outstanding."

Reviewed on Apr 23, 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
The price is $175 per night from Apr 30 to May 1
$175
includes taxes & fees
$149 per night
Apr 30 - May 1
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. ...
8.2/10 Very Good! (3,930 reviews)
"the Location was great"

Reviewed on Apr 23, 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
8:52AM CDT
Shortest Flight Departure Date
May 2
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

Am I able to catch a flight from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.) now?
Our Covid-19 Travel Advisor can help you with queries about travel restrictions and quarantine when traveling by plane from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (ORD-O’Hare Intl.).
Are there non-stop flights from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to O'Hare Airport?
Direct flights are offered by 4 airlines from RSW to ORD, so you could be locking in the getaway of your dreams within minutes. We’ve drawn up a list of the most sought-after carriers for you to contemplate:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines

What is the shortest flight from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to O'Hare Intl. Airport (ORD)?
Leave that movie marathon for the hotel room, because the journey from Edison Park Historic District to Chicago Museum Campus will be over in no time. It can take just 2 hours and 56 minutes to jet from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (ORD-O’Hare Intl.).
How many hours flight from Southwest Florida Intl. Airport (RSW) to Chicago, IL Airport (ORD-O'Hare Intl.)?
The journey from RSW to Chicago, IL Airport (ORD-O’Hare Intl.) will take about 3 hours and 7 minutes. A couple of movies, a gripping novel and a nice snooze will make the time zip by.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago, IL Airport (ORD-O'Hare Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago, IL Airport (ORD-O’Hare Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago, IL Airport (ORD-O'Hare Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago, IL Airport (ORD-O’Hare Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from RSW to Chicago, IL Airport (ORD-O'Hare Intl.)?
There’s nothing as fun as packing your suitcase and hopping on a plane to somewhere exhilarating. Feed your wanderlust and fly from Edison Park Historic District to Chicago Museum Campus with one of these airlines:

  • Southwest Airlines - (WN) with 56 flights every month
  • Spirit Airlines - (NK) with 30 flights every month
  • American Airlines - (AA) with 93 flights every month
  • United Airlines - (UA) with 110 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.