Cheap flights from IND to MDW (Indianapolis Intl. to Midway Intl.)

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Cheap Flights from IND to MDW starting at $118 One Way, $271 Round Trip

Prices starting at $271 for return flights and $118 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, Oct 17 - Mon, Oct 19
IND
Indianapolis
MDW
Chicago
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Indianapolis to Chicago, returning Mon, Oct 19, priced at $271 found 2 days ago
Fri, Oct 2 - Mon, Oct 5
IND
Indianapolis
MDW
Chicago
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Indianapolis to Chicago, returning Mon, Oct 5, priced at $279 found 1 day ago
Tue, Sep 29 - Wed, Sep 30
IND
Indianapolis
MDW
Chicago
$281 Roundtrip, found 4 days ago
$281
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 29 from Indianapolis to Chicago, returning Wed, Sep 30, priced at $281 found 4 days ago
Tue, Sep 29 - Wed, Sep 30
IND
Indianapolis
MDW
Chicago
$282 Roundtrip, found 4 days ago
$282
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Sep 29 from Indianapolis to Chicago, returning Wed, Sep 30, priced at $282 found 4 days ago
Sat, Oct 17 - Mon, Oct 19
IND
Indianapolis
MDW
Chicago
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 17 from Indianapolis to Chicago, returning Mon, Oct 19, priced at $286 found 2 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
$162 nightly
The price is $188 total per night from Sep 27 to Sep 28
$188 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Holiday Inn Chicago – Midway Airport S by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$164 nightly
The price is $195 total per night from Sep 27 to Sep 28
$195 total
Sep 27 - Sep 28
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! (10,223 reviews)
"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"

Reviewed on Sep 12, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$255 nightly
The price is $304 total per night from Sep 25 to Sep 26
$304 total
Sep 25 - Sep 26
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hilton 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

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$127 nightly
The price is $151 total per night from Sep 13 to Sep 14
$151 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,433 reviews)
"Love my experience!!"

Reviewed on Sep 12, 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$179 nightly
The price is $213 total per night from Oct 13 to Oct 14
$213 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$164 nightly
The price is $195 total per night from Sep 27 to Sep 28
$195 total
Sep 27 - Sep 28
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! (10,223 reviews)
"Love the Victorian vibes this place gives, as well as the updated modern rooms while still giving us that beautiful space to sleep in. Would recommend!"

Reviewed on Sep 12, 2026

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
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
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! (2,005 reviews)
"The staff was amazing, they were extremely nice to me and helpful. Special mention of Jesus and Esperanza. They were both very helpful. It's jus isolated but has a very good sports bar near by that you can grab something to eat for a decent price. The rooms were very clean and desirable."

Reviewed on Sep 11, 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
$100 nightly
The price is $110 total per night from Oct 4 to Oct 5
$110 total
Oct 4 - Oct 5
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 ...
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
$101 nightly
The price is $116 total per night from Oct 4 to Oct 5
$116 total
Oct 4 - Oct 5
Total with taxes and fees
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 ...
7.8/10 Good! (3,156 reviews)
"Very clean and comfortable hotel. The staff were extremely nice."

Reviewed on Sep 12, 2026

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
$224 nightly
The price is $266 total per night from Sep 22 to Sep 23
$266 total
Sep 22 - Sep 23
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. ...
Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$154 nightly
The price is $181 total per night from Sep 27 to Sep 28
$181 total
Sep 27 - Sep 28
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 ...
7.6/10 Good! (2,838 reviews)
"Perfect place to stay in downtown Chicago! Super close to everything. I always stay here when I visit Chicago"

Reviewed on Sep 12, 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
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
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! (2,005 reviews)
"The staff was amazing, they were extremely nice to me and helpful. Special mention of Jesus and Esperanza. They were both very helpful. It's jus isolated but has a very good sports bar near by that you can grab something to eat for a decent price. The rooms were very clean and desirable."

Reviewed on Sep 11, 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
$262 nightly
The price is $311 total per night from Sep 20 to Sep 21
$311 total
Sep 20 - Sep 21
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 ...
8.4/10 Very Good! (2,998 reviews)
"The hide a bed was abysmal. As a family hotel it would be easy to assume someone would need to use it. It was truly awful. We likely won’t return"

Reviewed on Sep 12, 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
$288 nightly
The price is $342 total per night from Sep 20 to Sep 21
$342 total
Sep 20 - Sep 21
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! (2,633 reviews)
"Very Good Lovated and room was clean"

Reviewed on Sep 12, 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
$195 nightly
The price is $231 total per night from Sep 20 to Sep 21
$231 total
Sep 20 - Sep 21
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 ...
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.

IND to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
IND Address & GPS
Address:
7800 Col. H. Weir Cook Memorial Drive
Indianapolis IN, 46241
United States
IATA Code:
IND
Longitude:
-86.292991
Latitude:
39.71627
Time Zone:
America/Indiana/Indianapolis
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 IND to Midway Airport?
If you're planning to fly from Indianapolis Airport to Midway Intl. Airport (MDW), you'll need to change planes. Southwest Airlines, Delta Air Lines and Frontier Airlines service this route with just one stopover. Use the time to stretch those legs and get something to eat.
What is the shortest flight from IND to Chicago Airport?
The shortest flight from Indianapolis Airport to Midway Intl. Airport (MDW) is around 5 hours and 9 minutes. Grab a wine from the cabin crew, start your travel journal or read a few magazines — you'll have plenty of time on this medium-haul trip.
How many hours flight from IND to Midway Intl. Airport (MDW)?
On a normal day, the flight time from Indianapolis Intl. Airport (IND) to Midway Intl. Airport (MDW) takes 5 hours and 16 minutes. If you want to be as comfortable as you can, consider upgrading your seat using air miles or cash.
What airlines have the most flights from IND to Chicago Airport?
You won't find any airlines that fly direct between Indianapolis Intl. Airport (IND) and MDW. Do your research and secure a multi-stop or one-stop plane ticket.

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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