Cheap flights from CLT to MDW (Charlotte-Douglas Intl. to Midway Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from CLT to MDW starting at $70 One Way, $139 Round Trip

Prices starting at $139 for return flights and $70 for one-way flights to Midway 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.

Sat, Nov 1 - Sat, Nov 8
CLT
Charlotte
MDW
Chicago
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sat, Nov 1 from Charlotte to Chicago, returning Sat, Nov 8, priced at $139 found 6 days ago
Tue, Oct 28 - Thu, Oct 30
CLT
Charlotte
MDW
Chicago
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Charlotte to Chicago, returning Thu, Oct 30, priced at $149 found 4 days ago
Sat, Nov 1 - Sun, Nov 2
CLT
Charlotte
MDW
Chicago
$153 Roundtrip, found 6 days ago
$153
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sat, Nov 1 from Charlotte to Chicago, returning Sun, Nov 2, priced at $153 found 6 days ago
Tue, Oct 28 - Thu, Oct 30
CLT
Charlotte
MDW
Chicago
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Charlotte to Chicago, returning Thu, Oct 30, priced at $154 found 4 days ago
Fri, Nov 14 - Mon, Nov 17
CLT
Charlotte
MDW
Chicago
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 14 from Charlotte to Chicago, returning Mon, Nov 17, priced at $154 found 1 day ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street, Chicago, IL
$171 nightly
The price is $201 total per night from Oct 5 to Oct 6
$201 total
Oct 5 - Oct 6
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,022 reviews)
"Excellent staff, very helpful and welcoming."

Reviewed on Sep 24, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
$150 nightly
The price is $176 total per night from Oct 19 to Oct 20
$176 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,558 reviews)
"clean"

Reviewed on Oct 1, 2025

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
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! (9,370 reviews)
"Very Clean Hotel, me and my friend enjoyed our stay here. It is an older hotel but the room was really nice"

Reviewed on Sep 30, 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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
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! (9,370 reviews)
"Very Clean Hotel, me and my friend enjoyed our stay here. It is an older hotel but the room was really nice"

Reviewed on Sep 30, 2025

Congress Plaza 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
$192 nightly
The price is $226 total per night from Nov 2 to Nov 3
$226 total
Nov 2 - Nov 3
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! (4,992 reviews)
"Great shopping location"

Reviewed on Sep 26, 2025

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
$150 nightly
The price is $176 total per night from Nov 2 to Nov 3
$176 total
Nov 2 - Nov 3
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 ...
8.8/10 Excellent! (2,999 reviews)
"Outstanding stay! Would stay again."

Reviewed on Oct 1, 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
$52 nightly
The price is $59 total per night from Oct 26 to Oct 27
$59 total
Oct 26 - Oct 27
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! (1,647 reviews)
"Motel 6 Elk Grove village O’hare very nice , Clean rooms, all the stuff super nice, and you can get premium rooms w fridge, coffee maker and all prices very low!!! Come and see yourself"

Reviewed on Sep 24, 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 Oct 5 to Oct 6
$101 total
Oct 5 - Oct 6
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! (1,099 reviews)
"Clean"

Reviewed on Oct 1, 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 Nov 2 to Nov 3
$97 total
Nov 2 - Nov 3
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! (2,655 reviews)
"None"

Reviewed on Oct 1, 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
$139 nightly
The price is $163 total per night from Oct 27 to Oct 28
$163 total
Oct 27 - Oct 28
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! (2,390 reviews)
"(For bed in room of 4) Cheap and good location but you’re in a room with 3 other people. Sometimes everything’s fine sometimes somebody else in the room keeps talking on the phone at 1 in the morning."

Reviewed on Sep 26, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
$118 nightly
The price is $139 total per night from Nov 2 to Nov 3
$139 total
Nov 2 - Nov 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! (2,385 reviews)
"Great location and close to train. Helpful staff"

Reviewed on Sep 28, 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
$52 nightly
The price is $59 total per night from Oct 26 to Oct 27
$59 total
Oct 26 - Oct 27
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! (1,647 reviews)
"Motel 6 Elk Grove village O’hare very nice , Clean rooms, all the stuff super nice, and you can get premium rooms w fridge, coffee maker and all prices very low!!! Come and see yourself"

Reviewed on Sep 24, 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
$213 nightly
The price is $250 total per night from Nov 2 to Nov 3
$250 total
Nov 2 - Nov 3
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! (2,750 reviews)
"The room was excellent except the conditioner bottle was broken and never fixed"

Reviewed on Oct 1, 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
$215 nightly
The price is $249 total per night from Oct 23 to Oct 24
$249 total
Oct 23 - Oct 24
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! (2,000 reviews)
"I recently stayed at Palmer House, and overall, it was a decent experience. The location was convenient—close to local shops, restaurants, and public transportation—which made exploring the area easy and enjoyable. The room itself was clean and adequately furnished. Staff were polite and responsive, ..."

Reviewed on Oct 1, 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
$192 nightly
The price is $226 total per night from Nov 2 to Nov 3
$226 total
Nov 2 - Nov 3
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! (4,992 reviews)
"Great shopping location"

Reviewed on Sep 26, 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.

CLT to MDW Route Info

Origin Airport
Charlotte
Destination Airport
Chicago
Number Of Airlines Serving
1
Distance
583 mi
Shortest Flight Departure Time
5:35AM CDT
Shortest Flight Departure Date
Oct 9
CLT Address & GPS
Address:
5501 Josh Birmingham Parkway
Charlotte NC, 28204
United States
IATA Code:
CLT
Longitude:
-80.935833
Latitude:
35.219167
Time Zone:
America/New_York
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Charlotte Airport to Chicago Airport?
Listen up. We're about to make your upcoming escape even more exciting. Southwest Airlines flies directly from Charlotte Airport to Chicago Airport, so you'll be starting your next awesome adventure in no time.
What is the shortest flight from Charlotte Airport to Chicago Airport?
Getting from Charlotte Airport to Midway Intl. Airport (MDW) will take a minimum of 4 hours and 48 minutes. Treat yourself to a wine and watch a show or two — this is your chance to just relax.
How many hours flight from Charlotte Airport to Midway Intl. Airport (MDW)?
Don't get too relaxed in your seat — the average flight time from Charlotte Airport to Midway Airport is only 4 hours and 52 minutes.
What airlines have the most flights from Charlotte Airport to Chicago Airport?
One of the leading airlines operating on the CLT to MDW route, Southwest Airlines is the start of your next great adventure. You can select from 49 flights every month with this carrier.

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.

More to Explore

More to Explore