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 $45 One Way, $78 Round Trip

Prices starting at $78 for return flights and $45 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, Apr 30 - Sun, May 3
RSW
Fort Myers
ORD
Chicago
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Fort Myers to Chicago, returning Sun, May 3, priced at $78 found 4 days ago
Thu, Apr 16 - Sun, Apr 19
RSW
Fort Myers
ORD
Chicago
$98 Roundtrip, found 13 hours ago
$98
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Fort Myers to Chicago, returning Sun, Apr 19, priced at $98 found 13 hours ago
Thu, Apr 23 - Mon, Apr 27
RSW
Fort Myers
ORD
Chicago
$113 Roundtrip, found 3 hours ago
$113
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Apr 23 from Fort Myers to Chicago, returning Mon, Apr 27, priced at $113 found 3 hours ago
Wed, Apr 22 - Sat, Apr 25
RSW
Fort Myers
ORD
Chicago
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select United flight, departing Wed, Apr 22 from Fort Myers to Chicago, returning Sat, Apr 25, priced at $193 found 4 days ago
Thu, May 7 - Sun, May 10
RSW
Fort Myers
ORD
Chicago
$268 Roundtrip, found 4 hours ago
$268
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, May 7 from Fort Myers to Chicago, returning Sun, May 10, priced at $268 found 4 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
$226 nightly
The price is $265 total per night from Apr 26 to Apr 27
$265 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,241 reviews)
Everything was clean and the staff was very friendly and helpful!

Reviewed on Mar 25, 2026

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
$135 nightly
The price is $154 total per night from Apr 6 to Apr 7
$154 total
Apr 6 - Apr 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,445 reviews)
Love the bed and the room

Reviewed on Mar 29, 2026

Hyatt Regency O'Hare Chicago
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
$112 nightly
The price is $127 total per night from Apr 5 to Apr 6
$127 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,879 reviews)
Breakfast was fresh

Reviewed on Mar 29, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
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
$115 nightly
The price is $135 total per night from Apr 5 to Apr 6
$135 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,015 reviews)
I don’t usually leave reviews. But this place is not it. The beds are terrible. Mattress is extremely uncomfortable and the bedding is disgusting. And despite how they word it on Expedia there is NO parking associated with this hotel.

Reviewed on Mar 30, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$122 nightly
The price is $143 total per night from Apr 6 to Apr 7
$143 total
Apr 6 - Apr 7
Total with taxes and fees
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 ...
9/10 Wonderful! (4,020 reviews)
Great location and great service

Reviewed on Mar 30, 2026

Hilton Chicago/Magnificent Mile Suites
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
$127 nightly
The price is $149 total per night from Apr 12 to Apr 13
$149 total
Apr 12 - Apr 13
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,800 reviews)
Our stay was ok. It was very crowded and we could hear the family in the room next door. Because it was crowded, you had to wait for elevators for a while. Or ride on completely packed elevators. Especially in the morning during breakfast hours. Water pressure is extremely weak in the shower. Room ...

Reviewed on Mar 30, 2026

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.

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 Apr 21 to Apr 22
$62 total
Apr 21 - Apr 22
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! (1,895 reviews)
Yes

Reviewed on Mar 29, 2026

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
$95 nightly
The price is $106 total per night from Apr 19 to Apr 20
$106 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,326 reviews)
Parking for the stay and park option should be parking only in the upper lot. There were 2 handicapp parking spots both were being used by people gone for 4 or more days. Maintenance should put chemicals in and refill hot tub/pool at night so patrons can use it during open hours. Hotel staff were ...

Reviewed on Mar 30, 2026

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

O'Hare Inn & Suites

2 out of 5
4101 Mannheim Rd Schiller Park IL
$64 nightly
The price is $72 total per night from Apr 1 to Apr 2
$72 total
Apr 1 - Apr 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Allstate Arena and Fashion ...
5.8/10 (1,006 reviews)
Walls are thin. Can hear everything in hall, rooms next to you and outside. Very challenging to sleep before a flight

Reviewed on Mar 21, 2026

O'Hare Inn & 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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$79 nightly
The price is $93 total per night from Apr 14 to Apr 15
$93 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,836 reviews)
Fantastic staff; very helpful when I had a problem. The elevator was having issues, and I had an unfortunate roommate (watching horror movies all night but hiding when security showed up) but the bed linens were great and the room smelled clean. The shower kinda leaked all over the bathroom, which ...

Reviewed on Mar 30, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$103 nightly
The price is $121 total per night from Mar 31 to Apr 1
$121 total
Mar 31 - Apr 1
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 ...
7.4/10 Good! (2,538 reviews)
Staff was very friendly and helpful. Location was great.

Reviewed on Mar 30, 2026

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 Apr 21 to Apr 22
$62 total
Apr 21 - Apr 22
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! (1,895 reviews)
Yes

Reviewed on Mar 29, 2026

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
$144 nightly
The price is $169 total per night from Apr 6 to Apr 7
$169 total
Apr 6 - Apr 7
Total with taxes and fees
Book a stay at this 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! (2,821 reviews)
Everything was great except they only had 2 of 4 elevators operating and the waits for an elevator were very long

Reviewed on Mar 30, 2026

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
$159 nightly
The price is $183 total per night from Apr 5 to Apr 6
$183 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,342 reviews)
Our room was very comfortable. The beds and pillows were very nice

Reviewed on Mar 29, 2026

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
$127 nightly
The price is $149 total per night from Apr 12 to Apr 13
$149 total
Apr 12 - Apr 13
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,800 reviews)
Our stay was ok. It was very crowded and we could hear the family in the room next door. Because it was crowded, you had to wait for elevators for a while. Or ride on completely packed elevators. Especially in the morning during breakfast hours. Water pressure is extremely weak in the shower. Room ...

Reviewed on Mar 30, 2026

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
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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.

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