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 $30 One Way, $60 Round Trip

Prices starting at $60 for return flights and $30 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, Jan 29 - Sun, Feb 1
RSW
Fort Myers
ORD
Chicago
$60 Roundtrip, found 6 hours ago
$60
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Jan 29 from Fort Myers to Chicago, returning Sun, Feb 1, priced at $60 found 6 hours ago
Sat, Jan 10 - Sat, Jan 17
RSW
Fort Myers
ORD
Chicago
$64 Roundtrip, found 1 hour ago
$64
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jan 10 from Fort Myers to Chicago, returning Sat, Jan 17, priced at $64 found 1 hour ago
Sat, Jan 10 - Sat, Jan 17
RSW
Fort Myers
ORD
Chicago
$69 Roundtrip, found 1 hour ago
$69
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Fort Myers to Chicago, returning Sat, Jan 17, priced at $69 found 1 hour ago
Sat, Jan 31 - Sun, Feb 1
RSW
Fort Myers
ORD
Chicago
$163 Roundtrip, found 8 hours ago
$163
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Jan 31 from Fort Myers to Chicago, returning Sun, Feb 1, priced at $163 found 8 hours ago
Sat, Jan 31 - Sun, Feb 1
RSW
Fort Myers
ORD
Chicago
$163 Roundtrip, found 8 hours ago
$163
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Jan 31 from Fort Myers to Chicago, returning Sun, Feb 1, priced at $163 found 8 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
The price is $230 total per night from Dec 19 to Dec 20
$230 total
per night
Dec 19 - Dec 20
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 ...
8.2/10 Very Good! (2,170 reviews)
Rooms are a little dated, but clean and comfortable. Location across from the airport is quite convenient. Carry out café was good. Sit down restaurant had very tasty dinners and huge portions. Staff was consistentlyknowledgeable, polite, and cheerful.

Reviewed on Nov 20, 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
The price is $109 total per night from Nov 27 to Nov 28
$109 total
per night
Nov 27 - Nov 28
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 ...
8.8/10 Excellent! (2,605 reviews)
The staff were amazing! Went above and beyond expectations. Our room was so fun watching planes land and take off! Hotel was very clean and beds very comfortable! We will be staying again.

Reviewed on Nov 19, 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
The price is $135 total per night from Dec 10 to Dec 11
$135 total
per night
Dec 10 - Dec 11
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 ...
8.6/10 Excellent! (2,128 reviews)
Friendly staff. Quick check-in

Reviewed on Nov 17, 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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is $145 total per night from Dec 23 to Dec 24
$145 total
per night
Dec 23 - Dec 24
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 ...
8.4/10 Very Good! (2,070 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!

Reviewed on Nov 18, 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 $102 total per night from Dec 21 to Dec 22
$102 total
per night
Dec 21 - Dec 22
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 ...
8.4/10 Very Good! (5,274 reviews)
I like the place was a good place and the staff are very welcoming. As one thing I didn't like I booked one bedroom King bed, I end up with two single beds. But they promise me to change in the morning and they didn't. I was not happy about it.

Reviewed on Nov 19, 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is $147 total per night from Nov 25 to Nov 26
$147 total
per night
Nov 25 - Nov 26
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! (9,616 reviews)
Lovely room, walkable or bus / drive to attractions.

Reviewed on Nov 20, 2025

Congress Plaza Hotel
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 $40 total per night from Nov 30 to Dec 1
$40 total
per night
Nov 30 - Dec 1
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! (1,693 reviews)
The hotel was clean and the staff was nice. Not much around the hotel though. Although there is a cool “airport” bar/grill just a couple minutes walk away. For the money and our needs, it worked perfect.

Reviewed on Nov 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 $79 total per night from Nov 25 to Nov 26
$79 total
per night
Nov 25 - Nov 26
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 ...
7.2/10 Good! (1,181 reviews)
Excellent customer service. This is my second stay stay at country inn but the location is different. I am never disappointed staying here. The rooms are nice and clean. The only thing is I wish they had steaming services. I don't like the cable channels. I wish they had apps like the DoubleTree ...

Reviewed on Nov 19, 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 $86 total per night from Dec 17 to Dec 18
$86 total
per night
Dec 17 - Dec 18
Book a stay at this 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! (2,742 reviews)
All great

Reviewed on Nov 23, 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 $100 total per night from Dec 23 to Dec 24
$100 total
per night
Dec 23 - Dec 24
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. ...
7.8/10 Good! (2,600 reviews)
Clean, close to everything.

Reviewed on Nov 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 $105 total per night from Dec 8 to Dec 9
$105 total
per night
Dec 8 - Dec 9
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! (2,463 reviews)
Nice and handy to downtown

Reviewed on Nov 19, 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 $40 total per night from Nov 30 to Dec 1
$40 total
per night
Nov 30 - Dec 1
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! (1,693 reviews)
The hotel was clean and the staff was nice. Not much around the hotel though. Although there is a cool “airport” bar/grill just a couple minutes walk away. For the money and our needs, it worked perfect.

Reviewed on Nov 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 $131 total per night from Dec 9 to Dec 10
$131 total
per night
Dec 9 - Dec 10
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! (2,743 reviews)
Good visit. Good Breakfast. Enjoyed having the $25/Day credit and 2 free drinks every evening. Will make better use of both next visit.

Reviewed on Nov 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
The price is $145 total per night from Dec 23 to Dec 24
$145 total
per night
Dec 23 - Dec 24
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 ...
8.4/10 Very Good! (2,070 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!

Reviewed on Nov 18, 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 $102 total per night from Dec 21 to Dec 22
$102 total
per night
Dec 21 - Dec 22
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 ...
8.4/10 Very Good! (5,274 reviews)
I like the place was a good place and the staff are very welcoming. As one thing I didn't like I booked one bedroom King bed, I end up with two single beds. But they promise me to change in the morning and they didn't. I was not happy about it.

Reviewed on Nov 19, 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
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

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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