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 $35 One Way, $66 Round Trip

Prices starting at $66 for return flights and $35 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 16 - Sun, Apr 19
RSW
Fort Myers
ORD
Chicago
$66 Roundtrip, just found
$66
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Apr 16 from Fort Myers to Chicago, returning Sun, Apr 19, priced at $66 just found
Thu, Apr 16 - Sat, Apr 18
RSW
Fort Myers
ORD
Chicago
$76 Roundtrip, found 3 hours ago
$76
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Fort Myers to Chicago, returning Sat, Apr 18, priced at $76 found 3 hours ago
Thu, Apr 30 - Sun, May 3
RSW
Fort Myers
ORD
Chicago
$134 Roundtrip, found 3 hours ago
$134
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Apr 30 from Fort Myers to Chicago, returning Sun, May 3, priced at $134 found 3 hours ago
Thu, Apr 16 - Wed, Apr 29
RSW
Fort Myers
ORD
Chicago
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Apr 16 from Fort Myers to Chicago, returning Wed, Apr 29, priced at $193 found 1 day ago
Tue, Apr 28 - Wed, May 6
RSW
Fort Myers
ORD
Chicago
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Tue, Apr 28 from Fort Myers to Chicago, returning Wed, May 6, priced at $197 found 1 day 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
$223 nightly
The price is $261 total per night from Apr 26 to Apr 27
$261 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! (2,242 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! (2,433 reviews)
Dddd

Reviewed on Mar 25, 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
$120 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
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! (2,883 reviews)
Excellent staff, everywhere looked clean

Reviewed on Mar 25, 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 16 to Apr 17
$135 total
Apr 16 - Apr 17
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! (10,022 reviews)
The rooms are very outdated and the bathroom was a mess when I arrived. (Like hair in the shower) The hotel is very conveniently located so that is a huge plus and not super expensive. I felt safe the whole time, and staff was helpful when I arrived.

Reviewed on Mar 25, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$156 nightly
The price is $183 total per night from Apr 6 to Apr 7
$183 total
Apr 6 - Apr 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,628 reviews)
Service was terrific in every way! Warm and helpful staff. Fantastic breakfast included!

Reviewed on Mar 25, 2026

Hotel Riu Plaza 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
$127 nightly
The price is $149 total per night from Apr 13 to Apr 14
$149 total
Apr 13 - Apr 14
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! (5,774 reviews)
The pillows in the rooms were very hard and so was the bed. In the pool area there where not enough towels for people and it seemed very cold for a indoor pool.

Reviewed on Mar 25, 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 Mar 31 to Apr 1
$62 total
Mar 31 - Apr 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! (1,886 reviews)
Me gustó todo. El personal muy Amable y Maravilloso.

Reviewed on Mar 24, 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 15 to Apr 16
$106 total
Apr 15 - Apr 16
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! (1,318 reviews)
The pool area was disgusting. They never cleaned it, they didn’t skim the pool or clean the flooring around it. They never had pool towels either. Breakfast quality was okay. Our second day they were always out of food. I’ve stayed in a lot of hotels in my life and I’ve never had one where the walls ...

Reviewed on Mar 25, 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 Mar 29 to Mar 30
$72 total
Mar 29 - Mar 30
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 (1,004 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 Mar 31 to Apr 1
$93 total
Mar 31 - Apr 1
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! (2,823 reviews)
Loved it!!

Reviewed on Mar 25, 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 29 to Mar 30
$121 total
Mar 29 - Mar 30
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! (2,529 reviews)
Floor was stained. Disruptive pluming noises

Reviewed on Mar 24, 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 Mar 31 to Apr 1
$62 total
Mar 31 - Apr 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! (1,886 reviews)
Me gustó todo. El personal muy Amable y Maravilloso.

Reviewed on Mar 24, 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! (2,820 reviews)
I had a 6th floor corner suite with great amenities--2 TVs, nice sofa, table, chairs, fridge, microwave, coffee maker. The bed was in the corner part with nice windows. Everything was clean and in good working order. However, I was there on a weekend coinciding with spring break and the place was ...

Reviewed on Mar 25, 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! (2,338 reviews)
Gorgeous historical location with lots of amenities and attentive staff. Really look forward to my next visit

Reviewed on Mar 24, 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 13 to Apr 14
$149 total
Apr 13 - Apr 14
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! (5,774 reviews)
The pillows in the rooms were very hard and so was the bed. In the pool area there where not enough towels for people and it seemed very cold for a indoor pool.

Reviewed on Mar 25, 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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